Improved method for preparing (Z, E)-12-tetradecene-1-alcohol acetate
A technology of tetradecene and alcohol acetate, which is applied to the preparation of carboxylic acid esters, preparation of halogenated hydrocarbons, chemical instruments and methods, etc., can solve problems such as easy agglomeration, difficult reaction control, and difficult post-processing. Achieve the effect of increasing the difficulty of post-processing, avoiding a large amount of impurities, and avoiding poor mixing
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0035] (1) Synthesis of ω-bromododecyltriphenylphosphonium bromide salt
[0036] Put 32.80 (100 mmol) of 1,12-dibromododecane and 26.20 (100 mmol) of triphenylphosphine into 300 ml of toluene, heat to reflux for 18 hours, and when the reaction is complete, pour out the toluene layer and remove the remaining toluene to obtain ω- Bromododecyltriphenylphosphonium bromide salt 51.39g, yield 87.1%.
[0037] (2) Synthesis of ω-tetradecene bromide
[0038] Under the protection of nitrogen, 47.20g (80mmol) of ω-bromoquaternary phosphine salt was added to the mixed solvent (50ml of tetrahydrofuran, 10ml of diglyme, 20ml of toluene), stirred and dissolved and maintained at 20°C, slowly Add 50ml of 2.5mol / L tetrahydrofuran solution of dimethyl sulfoxide sodium salt, stir for 1h, then cool down to -10°C, add 3.9g (84mmol) of acetaldehyde, keep warm for 6h, TLC tracking detection, after the reaction of raw materials, add ice Acetic acid, the aqueous phase is extracted with ethyl acetate ...
Embodiment 2
[0046] (1) Synthesis of ω-bromododecyltriphenylphosphonium bromide salt
[0047] Put 32.80 (100 mmol) of 1,12-dibromododecane and 28.82 (110 mmol) of triphenylphosphine into 300 ml of toluene, heat and reflux for 18 hours, and when the reaction is complete, pour out the toluene layer and remove the remaining toluene to obtain ω- Bromododecyltriphenylphosphonium bromide salt 51.86g, yield 87.9%.
[0048] (2) Synthesis of ω-tetradecene bromide
[0049] Under the protection of nitrogen, add 59.00g (50mmol) ω-bromoquaternary phosphonium salt into the mixed solution of 50ml tetrahydrofuran, 10ml diethylene glycol dimethyl ether, and 30ml toluene, stir to dissolve and maintain the temperature at 20°C-30°C, Slowly add 50ml of 2.5mol / L tetrahydrofuran solution of dimethyl sulfoxide sodium salt, stir for 1 hour, then cool down to -10°C, add 4.84g (110mmol) of acetaldehyde, keep warm for 6 hours, TLC tracking detection, after the reaction of raw materials, add Glacial acetic acid, the...
Embodiment 3
[0057] (1) Synthesis of ω-bromododecyltriphenylphosphonium bromide salt
[0058] Put 65.60g (200mmol) of 1,12-dibromododecane and 57.60g (220mmol) of triphenylphosphine into 600ml of toluene, heat and reflux for 24h, after the reaction is over, pour out the toluene layer, remove the residual toluene, and obtain ω - 107.387 g of bromododecyltriphenylphosphonium bromide, yield 91.0%.
[0059] (2) Synthesis of ω-tetradecene bromide
[0060] Under the protection of nitrogen, add 70.80g (120mmol) ω-bromoquaternary phosphonium salt into a mixture of 60ml tetrahydrofuran, 12ml diethylene glycol dimethyl ether and 24ml toluene, stir to dissolve and maintain the temperature at 20°C-30°C, slowly Add 60ml of 3.0mol / L tetrahydrofuran solution of dimethyl sulfoxide sodium salt, stir for 1.5h, then cool down to -5°C, add dropwise a mixture of 6.34g (144mmol) acetaldehyde and 16ml of tetrahydrofuran, keep the reaction for 10h, track with TLC After the reaction of the raw materials, glacial...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More