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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749448Generated: October 31, 2026

HCID 131733581, compound → HCID 131733583, compound

https://huagongshe.com/reaction/1749448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 131733581HCID 131733581—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
ProductHCID 131733583HCID 13173358388%

Reaction Steps

To a solution of (R)-tert-butyl (3,3-dimethyl-4-oxocyclohexyl)carbamate (550 mg, 2.28 mmol) in diethyl ether (15 mL) was added methyl magnesium bromide (3 M, 3.00 mL) at −30° C. to −40° C. under nitrogen. The mixture was stirred at this temperature for 0.5 h and quenched with saturated aqueous ammonium chloride solution (150 mL). The aqueous layer was extracted with ethyl acetate (300 mL×3). The combined organic layers were washed with brine (150 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure. The residue was purified silica gel chromatography column (12% ethyl acetate in petroleum ether) to afford the title compound as a yellow oil (520 mg, 5.02 mmol, 88% yield). MS (ESI) m/z 258.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-93b846e9cba04c7ea662cf39faf60f78
Source noteuspto-grants-2015_10