Ethanolamine → 2-[(Cyclohexylmethyl)amino]ethan-1-ol

HRID 276391Notes

Reaction equation

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

Participants

Reactant 2

HCID 700Ethanolamine

HCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 132882132-[(Cyclohexylmethyl)amino]ethan-1-ol

Procedure

2-Hydroxyethylamine was reacted with cyclohexylmethyl bromide according to Method B2a to give N-cyclohexylmethyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-cyclohexylmethyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 2-methoxy4-nitrophenyl isothiocyanate to give 2-(2-methoxy-4-nitrophenylimino)-3-(cyclohexylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record: ord-695829778b954ac2a82056142bbedc3a
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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