Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432332Generated: November 2, 2026

Formic Acid → [1-Benzenesulfonyl-2-(3-benzyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1432332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantAcetonitrileHCID 6342—
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
Reactant2-(3-(Benzyloxy)phenyl)acetaldehydeHCID 11572130—
ReactantTert-butylcarbamateHCID 21252905—
SolventEthyl AcetateHCID 8857—
Product[1-Benzenesulfonyl-2-(3-benzyloxy-phenyl)-ethyl]-carbamic acid tert-butyl esterHCID 11634138—

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of (3-Benzyloxy-phenyl)-acetaldehyde (20.6 g, 91 mmol), tert-butylcarbamate (10.7 g, 91 mmol, 1 eq), sodium benzenesulfinate (18.3 g, 109 mmol, 1.2 eq) and formic acid (5.2 ml, 137 mmol, 1.5 eq) in 155 ml acetonitrile is stirred at 80° C. for 4 h. After cooling to rt the mixture is taken up in EtOAc. The solution is washed with bicarbonate and brine, dried over magnesium sulfate and evaporated. The residue (37.3 g) is used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612054B2
Source datasetuspto-grants-2009_11
ORD IDord-ea4ae68c8f8b41d7b9ec13c40987823f
Source noteuspto-grants-2009_11