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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972240Generated: October 30, 2026

9-Borabicyclo(3.3.1)nonane → (R)-1-[4-(4-chlorophenoxy)phenyl]-2-[3-(trifluoromethyl)phenyl]pyrrolidine

https://huagongshe.com/reaction/1972240

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
Reactant(R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]pyrrolidin-2-oneHCID 59485681—
SolventTetrahydrofuranHCID 8028—
Product(R)-1-[4-(4-chlorophenoxy)phenyl]-2-[3-(trifluoromethyl)phenyl]pyrrolidineHCID 5948561382%

Reaction Steps

A mixture of (R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one (6.4 mg, 0.015 mmol), THF (0.5 mL) and 9-BBN (0.5 M in hexane, 0.5 mL) is stirred at room temperature overnight. After concentration, the residue is purified on silica gel (0-30% ethyl acetate in hexane) to give the title compound (5.1 mg, 82%) as a colorless oil. HPLC-MS calculated for C23H19ClF3NO (M+H+) 418.11, found 418.10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431607B2
Source datasetuspto-grants-2013_04
ORD IDord-c925db0778aa486399f19a65bbdbd8fa
Source noteuspto-grants-2013_04