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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520378Generated: October 30, 2026

Spiro[3.3]heptane-2-carboxylic acid, 6,6-difluoro-, phenylmethyl ester → 6,6-Difluoro-spiro[3.3]heptane-2-carboxylic acid

https://huagongshe.com/reaction/520378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSpiro[3.3]heptane-2-carboxylic acid, 6,6-difluoro-, phenylmethyl esterHCID 86690095—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product6,6-Difluoro-spiro[3.3]heptane-2-carboxylic acidHCID 71743974—

Reaction Steps

A stirred suspension of 10% Pd—C (40.6 mg) in an EtOAc (10 mL) solution of benzyl 6,6-difluorospiro[3.3]heptane-2-carboxylate (203 mg) was hydrogenated under balloon pressure for 2 h. The suspension was filtered and the filtrate was evaporated to dryness to afford Cap-13 as a clear viscous oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 3.18-3.08 (m, 1H), 2.69-2.55 (m, 4H), 2.52-2.37 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326973B2
Source datasetuspto-grants-2016_05
ORD IDord-01a48a4e36624f30a3e8d42f75754817
Source noteuspto-grants-2016_05