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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2290674Generated: October 31, 2026

Water → 2((4-(1-Oxo-3-carboxypropyl)-phenylthio)methyl)-3-propyl-4-hydroxy-5-acetyl-2,3-dihydrobenzo[b]furan

https://huagongshe.com/reaction/2290674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 53886350HCID 53886350—
SolventTetrahydrofuranHCID 8028—
Product2((4-(1-Oxo-3-carboxypropyl)-phenylthio)methyl)-3-propyl-4-hydroxy-5-acetyl-2,3-dihydrobenzo[b]furanHCID 13745945—

Reaction Steps

The compound of Example 18 (430 mg, 0.9418 mmoles) was taken up in THF (5.8 ml) to which was added 1N NaOH (2.4 ml) and 2.5 ml H2O. The reaction mixture was stirred at room temperature under N2. After two hours, the THF was removed in vacuo and the reaction mixture was diluted to twice its volume with H2O and extracted with CHCl3. The aqueous phase was acidified with conc. HCl, extracted into CHCl3 and the organic phase was dried and concentrated. The residue was triturated with ether to afford the title compound, m.p. 110°-112°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04617407
Source datasetuspto-grants-1986_10
ORD IDord-d573dc04be9d4b6d859a1b90b89dfd7d
Source noteuspto-grants-1986_10