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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180800Generated: November 1, 2026

Methyl 4-(2-t-butoxycarbonyl-vinyl)-benzoate → Benzoic acid, 4-(2-carboxyethenyl)-, methyl ester

https://huagongshe.com/reaction/1180800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(2-t-butoxycarbonyl-vinyl)-benzoateHCID 53900295—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductBenzoic acid, 4-(2-carboxyethenyl)-, methyl esterHCID 8688195.1%

Reaction Steps

To a stirred solution at room temperature of VI (745 mg, 2.84 mmol) in CH2Cl2 (10 ml) was added trifluoroacetc acid (6 ml, 95% in water). After 27 h, the reaction mixture was concentrated, and triturated in water. After 1 h, the suspension was filtered off, rinsed with H2O, and dried to afford the title compound VII (556 mg, 2.70 mmol, 95% yield) as an off-white solid. 1H NMR (300 MHz, DMSO-d6) δ(ppm): AB system (δA=8.01, δB=7.88, J=8.1 Hz, 4H), 7.68 (d, J=15.8 Hz, 1H), 6.70 (d, J=16.3 Hz, 1H), 3.90 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282608B2
Source datasetuspto-grants-2007_10
ORD IDord-4a7554e5bd174f49896c5710cbadaab8
Source noteuspto-grants-2007_10