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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437334Generated: October 31, 2026

Ammonia → (1R,3R,4S)-4-bromo-3-hydroxycyclohexanecarboxylic amide

https://huagongshe.com/reaction/1437334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant(1R,4S,5R)-4-Bromo-6-oxabicyclo[3.2.1]octan-7-oneHCID 13076925—
SolventTetrahydrofuranHCID 8028—
Product(1R,3R,4S)-4-bromo-3-hydroxycyclohexanecarboxylic amideHCID 58743889—

Reaction Steps

(1R,4S,5R)-4-Bromo-6-oxabicyclo[3.2.1]octan-7-one (a) (2.13 g, 10.4 mmol) was taken up in THF (20 mL) and treated with 0.88 ammonia (5.3 mL) at 20° C. for 24 hours with stirring. The solvent was then removed in vacuo to give a white solid (2.31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622481B2
Source datasetuspto-grants-2009_11
ORD IDord-8023f6645c6a432f8076df7c002c56e9
Source noteuspto-grants-2009_11