Method for preparing 2-(7-methoxy-1-naphthyl) ethylamine industrially

A methoxy and naphthyl technology, applied in the field of preparation of 2-ethylamine, can solve the problems of difficult purification, unfavorable large-scale industrial production, high requirements for production equipment, etc., and achieves improved product yield, safety and simple post-processing , reducing the effect of post-processing steps

A methoxy and naphthyl technology, applied in the field of preparation of 2-ethylamine, can solve the problems of difficult purification, unfavorable large-scale industrial production, high requirements for production equipment, etc., and achieves improved product yield, safety and simple post-processing , reducing the effect of post-processing steps

CN102234238BInactive Publication Date: 2014-06-18SHANGHAI INST OF PHARMA IND CO LTD
2 Cites 0 Cited by

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing 2-(7-methoxy-1-naphthyl) ethylamine industrially
  • Method for preparing 2-(7-methoxy-1-naphthyl) ethylamine industrially
  • Method for preparing 2-(7-methoxy-1-naphthyl) ethylamine industrially

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Dissolve compound VIII (1.97g) in ethanol (30ml), add Raney-Ni (0.5g) dissolved in ethanol, cool to 10 degrees, add potassium borohydride (0.54g) in batches, remove the ice bath, and react at room temperature After 23 hours, the substrate disappeared, the solvent was removed by concentration under reduced pressure, and ethyl acetate (30ml) was added for extraction; the organic phase was washed with acid, alkali, saturated brine, and concentrated to obtain the final product. Yield: 95%.

Embodiment 2

[0024] Dissolve compound VIII (9.85g) in methanol (150ml), add Raney-Ni (3g) dissolved in ethanol, cool to 10 degrees, add potassium borohydride (2.7g) in batches, remove the ice bath, and react at room temperature for 18 After hours, the substrate disappeared, the solvent was removed by concentration under reduced pressure, and ethyl acetate (150ml) was added for extraction; the organic phase was washed with acid, alkali, saturated brine, and concentrated to obtain the final product. Yield: 93%.

Embodiment 3

[0026] Dissolve compound VIII (1.97g) in ethanol (30ml), add Raney-Ni (0.6g) dissolved in ethanol, cool to 0℃ in an ice bath, add potassium borohydride (0.54g) in batches, and react at 0℃ for 28 After hours, the substrate disappeared, the solvent was removed by concentration under reduced pressure, and ethyl acetate (30ml) was added for extraction; the organic phase was washed with acid, alkali, saturated brine, and concentrated to obtain the final product. Yield: 92%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention belongs to the technical field of a preparation method for 2-(7-methoxy-1-naphthyl) ethylamine. In an organic solvent, a compound in a formula (VIII) is reacted under the action of Raney-Ni and hydroboron to form the 2-(7-methoxy-1-naphthyl) ethylamine. The method solves the problem that reaction conditions of high pressure and heating are required in the conventional reports, and a preparation method which has mild reaction conditions, only needs normal temperature and normal pressure and does not have any special requirement on reaction equipment and staff is provided; in addition, by the method, byproducts are absent, the product purifying difficulty is greatly reduced, aftertreatment steps are reduced, and the product yield is improved; and during the whole reaction, the operation is safe, the aftertreatment is simple, the controllability is high, and the purity and yield are high; and compared with the conventional process, the method is more suitable for industrial production.

Description

Technical field [0001] The invention belongs to the technical field of preparation methods of 2-(7-methoxy-1-naphthyl)ethylamine. Background technique [0002] Agomelaline, whose chemical name is N-[2-(7-methoxy-1-naphthyl)ethyl]acetamide, and its trade name is Valdoxan. It has a dual effect, not only the melatonin energy Agonists of system receptors also have the effect of antagonizing 5HT2C receptors. Its properties make it active in the central nervous system, especially in severe depression, seasonal affective disorder, sleep disorders, cardiovascular diseases, digestive system diseases, flying It is active in the treatment of insomnia and fatigue caused by jet lag, appetite disturbance and obesity. It is the first melatonin antidepressant, which can effectively treat depression, improve sleep parameters and maintain sexual function. [0003] The compound represented by formula (I) is an important intermediate for the synthesis of agomelatine. A method for preparing agomelati...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
18 Jun 2014
Publication
CN102234238B
IPC
C07C217/60; C07C213/02
Inventors
张鹏; 单汉滨