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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642744Generated: October 26, 2026

Sodium borohydride → 2-Hydroxybicyclo[3.2.0]heptan-6-one

https://huagongshe.com/reaction/642744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6,6-Diethoxybicyclo[3.2.0]heptan-2-oneHCID 12564365—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
SolventMonobasic potassium phosphateHCID 516951—
Product2-Hydroxybicyclo[3.2.0]heptan-6-oneHCID 13443807—

Reaction Steps

To a stirred solution of compound 1F in dioxane (50 mL) and 2M KH2PO4 (50 mL) was added NaBH4 (1.0 g, 26.4 mmol) over a 10 min-period, and the stirring was continued at RT for 1 hr. The reaction mixture was diluted with 2M HCl to adjust pH to 1, and stirred at RT for another 1 hr. The reaction was concentrated, dissolved in EtOAc, washed with water, dried over Na2SO4, and concentrated. Purification by silica gel chromatography (50% EtOAc in hexanes) provided the title compound (1.9 g) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696241B2
Source datasetuspto-grants-2010_04
ORD IDord-b532305a7f514a0a84fe653cc4cd12c5
Source noteuspto-grants-2010_04