4-BENZYL-3-CYANOMETHYLMORPHOLINE

Base Information

• Chemical Name: 4-BENZYL-3-CYANOMETHYLMORPHOLINE
• CAS No.: 170701-93-6
• Molecular Formula: C₁₃H₁₆N₂O
• Molecular Weight: 216.283
• Hs Code.: 2934999090
• Mol file: 170701-93-6.mol

Synonyms:4-BENZYL-3-CYANOMETHYLMORPHOLINE;(4-Benzyl-morpholin-3-yl)-acetonitrile;2-(4-benzylmorpholin-3-yl)acetonitrile

Chemical Property of 4-BENZYL-3-CYANOMETHYLMORPHOLINE

Chemical Property:

• Refractive Index: 1.539
• Boiling Point: 360.8±22.0 °C(Predicted)
• PKA: 5.35±0.40(Predicted)
• PSA: 36.26000
• Density: 1.093±0.06 g/cm3(Predicted)
• LogP: 1.73898
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

2-(4-Benzylmorpholin-3-yl)acetonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BENZYL-3-CYANOMETHYLMORPHOLINE

There total 6 articles about 4-BENZYL-3-CYANOMETHYLMORPHOLINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(S)-4-benzyl-3-(chloromethyl)morpholine (917572-28-2) + potassium cyanide (151-50-8) → (R)-2-(4-benzylmorpholin-3-yl)acetonitrile (917572-29-3,1217855-96-3,170701-93-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; for 20h; Heating / reflux;

Reference yield: 58.0%

sodium cyanide (143-33-9,25596-52-5) + N-benzyl-3-(chloromethyl)morpholine (110167-16-3) → (4-benzylmorpholin-3-yl)acetonitrile (111949-90-7,1217855-96-3,170701-93-6)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 3.5h;

Reference yield:

(3R)-4-benzyl-3-(hydroxymethyl)-morpholine (101376-26-5) → (R)-2-(4-benzylmorpholin-3-yl)acetonitrile (917572-29-3,1217855-96-3,170701-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 2.5 h / Heating / reflux

2: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 h / Heating / reflux

With sodium hydroxide; thionyl chloride; tetra(n-butyl)ammonium hydrogensulfate; N,N-dimethyl-formamide; In dichloromethane; water;

upstream raw materials:

sodium cyanide

N-benzyl-3-(chloromethyl)morpholine

4-benzyl-3-chloromethylmorpholine hydrochloride

4-benzyl-3-(hydroxymethyl)morpholine

Downstream raw materials:

2-[(3R)-morpholin-3-yl]ethanol

2-[(3R)-4-benzylmorpholin-3-yl]ethanol

2-{(3R)-4-[1-(diphenylmethyl)azetidin-3-yl]morpholin-3-yl}ethanol

Refernces

• 1、 -. "NEW AZETIDINE DERIVATIVES AS NEUROKININ RECEPTOR ANTAGONISTS FOR THE TREATMENT OF GASTROINTESTINAL DISEASES". Page/Page column 33. . Retrieved 2008/06/13.