Method for preparing 1,1-cyclopropanedimethyl cyclicsulfite

A technology for methanol cyclic sulfite and body cyclic sulfite, applied in the field of preparation 1, can solve the problems of complicated processing, high cost, many reaction steps, etc., and achieves high reaction yield, low cost, and is conducive to industrial production. Effect

Inactive Publication Date: 2010-11-10
GROWINGCHEM
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0014] The purpose of the present invention is to disclose a method for preparing 1,1-cyclopropanedimethanol cyclosulfite...

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  • Method for preparing 1,1-cyclopropanedimethyl cyclicsulfite

Examples

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Embodiment 1

[0042] A method for preparing 1,1-cyclopropane dimethanol cyclosulfite, the specific steps are:

[0043] Step 1, synthetic intermediate cyclic sulfite, its general reaction chemical formula is as follows:

[0044]

[0045] Specifically: after mixing dibromoneopentyl glycol (200 g, 0.76 mol) with 350 ml of toluene, heat to 40° C.;

[0046] Thionyl chloride (100 grams, 0.84 moles) was added dropwise, and the temperature of the solution rose to above 45°C due to the mild exothermic reaction. °C, drop the thionyl chloride in about 1 hour; during the reaction, use lye to absorb the hydrogen chloride (HCl) gas generated after the solid gradually dissolves;

[0047] Then the reaction mixture was heated to 50°C for 2.5 hours;

[0048] After completion of the reaction, the toluene solution was evaporated under reduced pressure, and the resulting oily liquid solidified after cooling and standing; after the solid was pulverized, it was stirred and washed with water (1 liter × 3) (i....

Embodiment 2

[0055] A method for preparing 1,1-cyclopropane dimethanol cyclosulfite, the specific steps are:

[0056] Step 1, synthetic intermediate cyclic sulfite, its general reaction chemical formula is as follows:

[0057]

[0058] Specifically: after mixing dibromoneopentyl glycol (200 g, 0.76 mol) with 350 ml of toluene, heat to 40° C.;

[0059] Thionyl chloride (100 grams, 0.84 moles) was added dropwise, and the temperature of the solution rose to above 45°C due to the mild exothermic reaction. °C, drop the thionyl chloride in about 1 hour; during the reaction, use lye to absorb the hydrogen chloride (HCl) gas generated after the solid gradually dissolves;

[0060] Then the reaction mixture was heated to 50°C for 2.5 hours;

[0061] After the reaction was completed, the toluene solution was evaporated to dryness under reduced pressure, and the obtained oily liquid solidified after cooling and standing; after the obtained solid was pulverized, washed with water (1 liter × 3), fi...

Embodiment 3

[0068] A method for preparing 1,1-cyclopropane dimethanol cyclosulfite, the specific steps are:

[0069] Step 1, synthetic intermediate cyclic sulfite, its general reaction chemical formula is as follows:

[0070]

[0071] Specifically: after mixing dibromoneopentyl glycol (200 g, 0.76 mol) with 350 ml of toluene, heat to 40° C.;

[0072] Thionyl chloride (100 grams, 0.84 moles) was added dropwise, and the temperature of the solution rose to above 45°C due to the mild exothermic reaction. °C, drop the thionyl chloride in about 1 hour; during the reaction, use lye to absorb the hydrogen chloride (HCl) gas generated after the solid gradually dissolves;

[0073] Then the reaction mixture was heated to 50°C for 2.5 hours;

[0074] After the reaction was completed, the toluene solution was evaporated to dryness under reduced pressure, and the obtained oily liquid solidified after cooling and standing; after the obtained solid was pulverized, washed with water (1 liter × 3), fi...

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Abstract

The invention discloses a method for preparing 1,1-cyclopropanedimethyl cyclicsulfite. In the method, dibromoneopentyl glycol serving as a raw material is reacted with thionyl chloride in a first reaction solvent to form cyclicsulfite serving as a solid intermediate; and the cyclicsulfite is reacted with zinc powder in a second reaction solvent to form a 1,1-cyclopropanedimethyl cyclicsulfite product. The preparation method provided by the invention achieves high reaction yield, simplifies reaction steps, reduces cost and is more favorable for industrial production.

Description

technical field [0001] The invention relates to a method for preparing 1,1-cyclopropane dimethanol cyclosulfite. Background technique [0002] 1,1-Cyclopropanedimethanol cyclosulfite is an important intermediate in the synthesis of montelukast, an asthma drug. Described montelukast (trade name: Singulair) is a type 1 hemicysteine-based leukotriene receptor antagonist, which is mainly used for the treatment of asthma, and has further effects on bronchiolitis and seasonal allergic rhinitis. treatment effect. The 1,1-cyclopropanedimethanol cyclosulfite has another name: 5,7-dioxa-6-thiaspiro[2.5]octane-6-oxide, and its English name is: 1,1 -cyclopropanedimethanol cyclic sulfate; or 5,7-dioxa-6-thiaspiro[2.5]octan-6-oxide. This 1, the chemical structural formula of 1-cyclopropane dimethanol cyclic sulfite is as shown in (1) formula: [0003] [0004] Among the published patents, including WO9321159, WO9518107, US5472964, WO9622987, US6531494, WO2005105749, WO2005079812, W...

Claims

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Application Information

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IPC IPC(8): C07D327/10
Inventor 刘锋刚张怡隽
Owner GROWINGCHEM
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