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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519404Generated: October 29, 2026

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

https://huagongshe.com/reaction/519404

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 a solution of 131c (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). See FIG. 15. 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 131d (12.0 g, 86%) as a white solid. MS-ESI: [M+H]+ 196.9

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115152B2
Source datasetuspto-grants-2015_08
ORD IDord-96f8f217f66146f28ef388f7c6fa3870
Source noteuspto-grants-2015_08