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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574929Generated: October 31, 2026

Ammonium Chloride → HCID 86647903, compound

https://huagongshe.com/reaction/574929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl [(4-oxocyclohexyl)methyl]carbamateHCID 40424027—
ReactantHCID 178418348HCID 178418348—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86647903HCID 86647903—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a vigorous stirring solution of tert-butyl (4-oxocyclohexyl)methylcarbamate (1.7 g) in tetrahydrofuran (40 mL) at −78° C. was dropwise added 1.6 M methyllithium (14.02 mL) in ether. After completion of the addition, the mixture was stirred at −78° C. for 1.2 hours and poured into a cold NH4Cl aqueous solution. The resulting mixture was extracted with dichloromethane (100 ml, three times) and the organic layer was dried over Na2SO4, filtered, and concentrated. The residue was dissolved in dichloromethane and loaded onto an Analogix purification system, and it was eluted with 0-50% ethyl acetate in dichloromethane to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034875B2
Source datasetuspto-grants-2015_05
ORD IDord-b94ac60756c443be84617d789bf698d8
Source noteuspto-grants-2015_05