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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592789Generated: October 31, 2026

Sodium cyanoborohydride → HCID 86684344, compound

https://huagongshe.com/reaction/592789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant3-OxetanoneHCID 15024254—
ReactantHCID 86684343HCID 86684343—
CatalystZincchlorideHCID 3007855—
SolventMethanolHCID 887—
ProductHCID 86684344HCID 8668434478.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 189f (740 mg, 2.0 mmol), oxetan-3-one (288 mg, 4.0 mmol), NaBH3CN (315 mg, 5.0 mmol), and zinc chloride (680 mg, 5.0 mmol) in methanol (60 mL) was stirred at 50° C. for 5 hours. It was then quenched with water and concentrated under reduced pressure. The residue was extracted with dichloromethane three times. The combined extract was concentrated under reduced pressure to afford crude 189g as a yellow solid (660 mg, 78%), which was used in the next step without further purification. MS: [M+H]+ 423.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-f6b079af932f470e860a02da56f6fb8f
Source noteuspto-grants-2016_01