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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593047Generated: October 30, 2026

Water → 5,5-dimethyl-4H,5H,6H-cyclopenta[b]thiophene-2-carboxylic acid

https://huagongshe.com/reaction/593047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 5,5-Dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophene-2-carboxylateHCID 58043720—
SolventIsopropanolHCID 3776—
SolventTetrahydrofuranHCID 8028—
Product5,5-dimethyl-4H,5H,6H-cyclopenta[b]thiophene-2-carboxylic acidHCID 5804392886.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

To the solution of 282c (16.0 g, 71.0 mmol) in propan-2-ol (200 mL), tetrahydrofuran (200 mL), and water (200 mL) was added lithium hydroxide (6.82 g, 284 mmol). The reaction mixture was heated at 65° C. for 5 h. The organic solvents were removed under reduced pressure. The pH of the residue was adjusted to 1.0 with hydrochloride acid (12M). The precipitate was collected by filtration and dried in vacuo to afford 282d (12.0 g, 86%) as white solid. MS-ESI: [M+H]+ 196.9

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-c966061814434b098aacf8173811fc2f
Source noteuspto-grants-2016_01