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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861025Generated: October 31, 2026

Acetic Acid → Methyl 1-(4-bromophenyl)cyclopropane-1-carboxylate

https://huagongshe.com/reaction/861025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant1-(4-Bromophenyl)CyclopropanecarbonitrileHCID 2795273—
SolventEthanolHCID 702—
SolventSodium chloride; waterHCID 57417360—
ProductMethyl 1-(4-bromophenyl)cyclopropane-1-carboxylateHCID 46739795—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of -(4-bromo-phenyl)-cyclopropanecarbonitrile from Step 1 in EtOH (0.2M) was added NaOH 25% (10 eq.). The mixture was stirred for 6 h at 100° C., quenched with AcOH (20 eq.), poured in brine, extracted with EtOAc (2×). The combined organic extracts were dried over MgSO4, filtered and concentrated. The residue was dissolved in CH2Cl2 and diazomethane was added portionwise until the esterification was completed by TLC. Flash chromatography (Hex:EtOAc; 9:1) afforded the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153968B2
Source datasetuspto-grants-2006_12
ORD IDord-b49024aea32b4a2eb2534955fd7ceac2
Source noteuspto-grants-2006_12