Ethanolamine → 2-(Cyclooctylamino)ethan-1-ol

HRID 276338Notes

Reaction equation

[OH:1][CH2:2][CH2:3][NH2:4].[CH:5]1(Br)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>>[CH:5]1([NH:4][CH2:3][CH2:2][OH:1])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 73783Bromocyclooctane

Product 1

HCID 132882152-(Cyclooctylamino)ethan-1-ol

Procedure

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

Sources & evidence

ORD record: ord-adcba2cbfdcf44a6a33fb2d4cf4a6000
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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