4-Methylbenzyl chloride → 2-[2-hydroxyethyl-[(4-methylphenyl)methyl]amino]ethanol

HRID 2270366Notes

Reaction equation

[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[CH3:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1>>[OH:4][CH2:3][CH2:2][N:1]([CH2:8][C:9]1[CH:16]=[CH:15][C:12]([CH3:13])=[CH:11][CH:10]=1)[CH2:5][CH2:6][OH:7]

Participants

Reactant 2

HCID 77224-Methylbenzyl chloride

HCID 8113Diethanolamine

Product 1

HCID 42192082-[2-hydroxyethyl-[(4-methylphenyl)methyl]amino]ethanol

Procedure

2-[(2-Hydroxy-ethyl)-(4-methyl-benzyl)-amino]-ethanol was prepared according to the general method as outlined in example 83. Starting from diethanolamine (4.8 g, 46 mmol) and 4-methylbenzyl chloride (8.5 g, 46 mmol). Yield 9.8 g (99%); MS: 209.9 (M+H)+.

Sources & evidence

ORD record: ord-0b0f1ca4238342fda8e0ca2fc40d146d
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331563B1

Reaction notes

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