1-Amino-2-propanol → 1-((4-Chlorophenethyl)amino)propan-2-ol

HRID 2404936Notes

Reaction equation

HRID 2404936 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9]Br)=[CH:4][CH:3]=1.[NH2:11][CH2:12][CH:13]([OH:15])[CH3:14]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:11][CH2:12][CH:13]([OH:15])[CH3:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 41-Amino-2-propanolHCID 230291-(2-Bromoethyl)-4-chlorobenzene

Product 1

HCID 115647501-((4-Chlorophenethyl)amino)propan-2-ol

Procedure

In Stage 2, 2-(4′-chlorophenyl)ethyl bromide was reacted with 1-amino-2-propanol to form the secondary amine, 1-[2-(4-chloro-phenyl)-ethylamino]-propan-2-ol. 1-[2-(4-Chloro-phenyl)-ethylamino]-propan-2-ol was separated from excess 1-amino-2-propanol and water soluble byproducts by extraction into toluene and removing water from the toluene containing 1-[2-(4-Chloro-phenyl)-ethylamino]-propan-2-ol by azetropic distillation and can be used directly into the next step without further purification and without isolation.

Sources & evidence

ORD record
ord-35d1c05b2d844cd4bb1a8a25824e3ade
Source dataset
uspto-grants-2014_08
Patent number
US08802845B2

Reaction notes

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