Ethanolamine → Benzylethanolamine

HRID 276396Notes

Reaction equation

[OH:1][CH2:2][CH2:3][NH2:4].[CH2:5](Br)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[CH2:5]([NH:4][CH2:3][CH2:2][OH:1])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 7498Benzyl Bromide

Product 1

HCID 4348Benzylethanolamine

Procedure

2-Hydroxyethylamine was reacted with benzyl bromide according to Method B2a to give N-benzyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-benzyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 3-chloro-2-methylphenyl isothiocyanate to give 2-(3-chloro-2-methylphenylimino)-3-benzyl-1,3-thiazolidine.

Sources & evidence

ORD record: ord-ae7e19b82eb646f188ece69fafef5994
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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