Sodium borohydride → 2-((2,4-Dichlorobenzyl)(methyl)amino)-1-(4-bromophenyl)ethanol

HRID 1072506Notes

Reaction equation

HRID 1072506 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:21])[CH2:9][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[CH3:11])=[CH:4][CH:3]=1.[BH4-].[Na+].ClC1C=C2C(=C(Cl)C=1)CN(C)CC2C1C=CC=CC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([OH:21])[CH2:9][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[CH3:11])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 223868076,8-Dichloro-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolineHCID 223868281-(4-Bromophenyl)-2-((2,4-dichlorobenzyl)(methyl)amino)ethanone

Product 1

HCID 223868482-((2,4-Dichlorobenzyl)(methyl)amino)-1-(4-bromophenyl)ethanolYield 86%

Procedure

Intermediate 1 was reduced to the corresponding alcohol with 2 equivalents of NaBH4 in analogy to the manner described for intermediate 4, example 1, and the alcohol was isolated in a yield of 86%.

Sources & evidence

ORD record
ord-4c629c70208d4be086b4f057553e5590
Source dataset
uspto-grants-2005_06
Patent number
US06911453B2

Reaction notes

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