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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662452Generated: October 25, 2026

Sodium borohydride → Methyl 2'-fluoro-2-(2-hydroxy-5-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/1662452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantMethyl 2'-fluoro-2-(2-methyl-5-oxocyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 57706805—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductMethyl 2'-fluoro-2-(2-hydroxy-5-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 57705852—

Reaction Steps

A 100 mL round bottom flask was charged with 66.56C (mixture of diastereomers) (0.59 g, 1.7 mmol) and 1:1 THF/MeOH (15 mL). To the solution was added sodium borohydride (0.063 g, 1.7 mmol) in one portion at room temperature. The mixture was stirred for 1 hour, quenched with 1 N HCl, and extracted with ether. The combined organic layers were dried (MgSO4) and concentrated to afford 66.56D (mixture of diastereomers) as a colorless oil. The product thus obtained was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-26e5b480281745f19b8925e78c89f64a
Source noteuspto-grants-2011_10