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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929774Generated: November 1, 2026

Phenyl chloroformate → (4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester

https://huagongshe.com/reaction/1929774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl chloroformateHCID 15891—
ReactantCis tert-Butyl 4-aminocyclohexylcarbamateHCID 2756050—
ReactantPyridine methylene chlorideHCID 21875418—
SolventDichloromethaneHCID 6344—
Product(4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl esterHCID 67022954—

Reaction Conditions

Temperature0 °C

Reaction Steps

Phenyl chloroformate (1 eq.) is added dropwise to a solution of pyridine/DCM. The reaction mixture is cooled to 0° C. and a solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (1 eq.) in DCM is added dropwise. The reaction mixture is stirred at room temperature for 1 hour. The reaction mixture is partitioned between (0.2 M) HCl(aq) and DCM. The organics are washed with water, saturated sodium hydrogen carbonate solution and brine. The combined organics are dried (MgSO4), filtered and reduced in vacuo to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188100B2
Source datasetuspto-grants-2012_05
ORD IDord-2cd7314f62f34811bdfa54db01b94b13
Source noteuspto-grants-2012_05