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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605265Generated: October 25, 2026

Water → [4-(4-Benzoylamino-2-nitrophenoxy)-phenyl]carbamic acid tert-butyl ester

https://huagongshe.com/reaction/605265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantN-Boc-4-hydroxyanilineHCID 2756771—
ReactantN-(4-fluoro-3-nitrophenyl)benzamideHCID 3535228—
SolventDimethyl SulfoxideHCID 679—
Product[4-(4-Benzoylamino-2-nitrophenoxy)-phenyl]carbamic acid tert-butyl esterHCID 6704035693.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of N-(4-fluoro-3-nitrophenyl)benzamide (1.00 g, 3.8 mmol), N-Boc-4-hydroxyaniline (0.83 g, 3.8 mmol) and 85% KOH (0.51 g, 7.7 mmol) in DMSO (20 mL) was heated at 80° C. for 1 hour, and then poured into H2O (100 ml) under stirring. The resulting oily crystal was extracted with EtOAc. The extract was washed with H2O (3 times) and brine, dried over MgSO4, filtered and concentrated under vacuum giving the crude title compound, which was purified by washing with i-Pr2O to give the desired compound as yellow crystals (1.59 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-0346ac4040c94a799838694124054c87
Source noteuspto-grants-2011_03