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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013420Generated: November 1, 2026

Sodium borohydride → 2-Benzyl-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalen-7-ol

https://huagongshe.com/reaction/1013420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant2-Benzyl-2,3,3a,7a-tetrahydro-1H-4-thia-2-aza-cyclopenta[alpha]pentalen-7-oneHCID 131729032—
SolventMethanolHCID 887—
Product2-Benzyl-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalen-7-olHCID 131727050—

Reaction Steps

NaBH4 (1664 mg, 44 mmol) was added in portions to a solution of the product of step e) (1183 mg, 4.40 mmol) in methanol at 0° C. The reaction mixture was allowed to come to room temperature and was stirred overnight. The solvent was evaporated and the residue was diluted with brine (50 ml) and extracted with ethyl acetate (2×50 mL). The combined organic extracts were dried with MgSO4 and solvent evaporated in vacuo to afford the subtitle compound (1192 mg, quantitative conversion) that was used without further purification. MS calculated for C16H17NOS +H: 272, observed: 272.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981919B2
Source datasetuspto-grants-2011_07
ORD IDord-f5239b0e74da496f877b5a3ed83421d3
Source noteuspto-grants-2011_07