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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242416Generated: November 3, 2026

Sodium borohydride → 4-Hydroxy-cyclopent-2-ene-1,2-dicarboxylic acid dimethyl ester

https://huagongshe.com/reaction/2242416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant1,2-Dimethyl 4-oxo-2-cyclopentene-1,2-dicarboxylateHCID 59165463—
SolventMethanolHCID 887—
Product4-Hydroxy-cyclopent-2-ene-1,2-dicarboxylic acid dimethyl esterHCID 5916544393.1%

Reaction Steps

To a cold solution (−30° C.) of 2 (3.18 g, 16.1 mmol) dissolved in MeOH (23 mL), NaBH4 (0.66 g, 17.5 mmol) was added. After nine minutes the excess of NaBH4 was destroyed by adding brine (80 mL). The mixture was concentrated and extracted with ethyl acetate (4×80 mL). The organic phases were dried, filtrated and concentrated and gave 3 (3.0 g, 92%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671032B2
Source datasetuspto-grants-2010_03
ORD IDord-ae894a2d674b44f180a30919c3b70a94
Source noteuspto-grants-2010_03