Benzhydrylamine → 1-Chloro-3-[(diphenylmethyl)amino]propan-2-ol

HRID 1842695Notes

Reaction equation

HRID 1842695 reaction equation
[Cl:1][CH2:2][CH:3]1[CH2:5][O:4]1.[C:6]1([CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH2:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CO>[CH:12]([NH:13][CH2:5][CH:3]([OH:4])[CH2:2][Cl:1])([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 7036BenzhydrylamineHCID 7835Epichlorohydrin

Product 1

HCID 150242581-Chloro-3-[(diphenylmethyl)amino]propan-2-olYield 73%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(Chloromethyl)oxirane (92 g, 1 mol) was added dropwise to a solution of diphenyl-methanamine (183 g, 1 mol) in CH3OH (1 L) at 0° C. then the mixture was stirred at r.t. overnight. The mixture was then concentrated in vacuo to give the title compound (201 g, 73%) which was used in next step without further purification.

Workup

  1. concentrationThe mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-978cc749e5aa4378afda70fff1e54a04
Source dataset
uspto-grants-2015_02
Patent number
US08946235B2

Reaction notes

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