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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643830Generated: October 30, 2026

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

https://huagongshe.com/reaction/643830

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 compound 26 (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 the title compound (3.0 g, 92%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700552B2
Source datasetuspto-grants-2010_04
ORD IDord-766fa764f74d42e29bf13f48c3178ec6
Source noteuspto-grants-2010_04