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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026520Generated: November 1, 2026

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

https://huagongshe.com/reaction/1026520

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 numberUS08729072B2
Source datasetuspto-grants-2014_05
ORD IDord-dc551bc7e40a49359855a407487ccce3
Source noteuspto-grants-2014_05