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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201660Generated: October 29, 2026

Water → HCID 44182358, compound

https://huagongshe.com/reaction/2201660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-butyl N-(4-oxocyclohexyl)carbamateHCID 1512535—
ReactantTriphenylmethyl phosphonium bromideHCID 21951224—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductHCID 44182358HCID 4418235892.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

Triphenylmethylphosphonium bromide (53.7 g, 0.15 mol) was dissolved in 500 mL of tetrahydrofuran, potassium tert-butoxide (16.8 g, 0.15 mol) was added at −20° C., reacted for 0.5 h after the temperature was raised to 0° C. Then, tert-butyl 4-oxo-cyclohexylcarbamate (Compound 7-1) (21.3 g, 0.1 mol) was dissolved in 100 mL of THF and added dropwise into the flask under nitrogen. After 3 hours of reaction at room temperature, a small amount of water was added to dissolve the solids. The mixture was rotary evaporated to remove THF, extracted with anhydrous diethyl ether, and dried, concentrated, the concentrate was dissolved in n-hexane, and filtered by silica gel, then concentrated to give Compound 7-2 as a colorless liquid (19.5 g, 92.3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365499B2
Source datasetuspto-grants-2016_06
ORD IDord-a9e749d646d94e0fbf7b30baf03147e6
Source noteuspto-grants-2016_06