3-((benzyloxy)methyl)morpholine

Base Information

• Chemical Name: 3-((benzyloxy)methyl)morpholine
• CAS No.: 101376-27-6
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.272
• Mol file: 101376-27-6.mol

Synonyms:3-((benzyloxy)methyl)morpholine

Chemical Property of 3-((benzyloxy)methyl)morpholine

Chemical Property:

• Vapor Pressure: 0.000544mmHg at 25°C
• Boiling Point: 312°Cat760mmHg
• Flash Point: 126.6°C
• PSA: 30.49000
• Density: 1.045g/cm³
• LogP: 1.52040

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-((benzyloxy)methyl)morpholine

There total 5 articles about 3-((benzyloxy)methyl)morpholine 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: 4.5%

chloroacetyl chloride (79-04-9) + (S)-2-amino-3-(benzyloxy)propane-1-ol hydrochloride → (S)-3-<(benzyloxy)methyl>morpholine (101376-27-6)

Guidance literature:

(S)-2-amino-3-(benzyloxy)propane-1-ol hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

chloroacetyl chloride; In dichloromethane; at 0 ℃; for 1.5h; Further stages;

DOI:10.1021/acs.joc.0c01275

Reference yield:

(S)-3-<(benzyloxy)methyl>-4-(phenoxycarbonyl)morpholine (101376-23-2) → (S)-3-<(benzyloxy)methyl>morpholine (101376-27-6)

Guidance literature:

With potassium hydroxide; In water; for 16h; Heating;

DOI:10.1021/jm00157a601

Reference yield:

benzyl chloride (100-44-7) → (S)-3-<(benzyloxy)methyl>morpholine (101376-27-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 40 deg C, 2.) DMF, from 80 deg C to 85 deg C, 7 h

2: 77 percent / NaHCO₃ / CH₂Cl₂ / 16 h / Ambient temperature

3: KOH / H₂O / 16 h / Heating

With potassium hydroxide; sodium hydride; sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jm00157a601

upstream raw materials:

(S)-3-<(benzyloxy)methyl>-4-(phenoxycarbonyl)morpholine

benzyl chloride

(S)-4-benzyl-3-(hydroxymethyl)morpholine

(S)-4-benzyl-3-<(benzyloxy)methyl>morpholine

Refernces

• 1、 Dooley, Charles J.,Burtea, Alexander,Mitilian, Christina,Dao, Wendy T.,Qu, Bo,Salzameda, Nicholas T.,Rychnovsky, Scott D.. "Using the competing enantioselective conversion method to assign the absolute configuration of cyclic amines with BODE’s acylation reagents". . p. 10750 - 10759. Retrieved 2020/10/02.