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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274778Generated: November 1, 2026

Sodium borohydride → Benzyl 3-hydroxycyclobutane-1-carboxylate

https://huagongshe.com/reaction/2274778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantBenzyl 3-oxocyclobutane-1-carboxylateHCID 15830669—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductBenzyl 3-hydroxycyclobutane-1-carboxylateHCID 2293478953.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

NaBH4 (215 mg; 5.68 mmol) was added to the solution of benzyl 3-oxocyclobutanecarboxylate (2.3 g; 11.3 mmol) in THF (30 mL) and MeOH (1.5 mL). The reaction mixture was stirred for 0.5 hour at 0° C., diluted with water (20 mL), and extracted with DCM (50 mL×2). The combined organic layers were dried over anhydrous Na2SO4, filtered, concentrated, and purified by reverse phase flash chromatography to afford 1.24 g (53%) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126984B2
Source datasetuspto-grants-2015_09
ORD IDord-cb05908de8ab46e1822fe3e747ff3f91
Source noteuspto-grants-2015_09