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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63732Generated: October 25, 2026

Diisopropylamine → 1-(4-Bromobutyl)cyclopentanecarboxylic acid methyl ester

https://huagongshe.com/reaction/63732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant1,4-DibromobutaneHCID 8056—
ReactantMethyl cyclopentanecarboxylateHCID 78365—
ReactantButyllithiumHCID 178418339—
Product1-(4-Bromobutyl)cyclopentanecarboxylic acid methyl esterHCID 22954343—

Reaction Steps

The title compound was prepared using a similar procedure as described in Example 1, Step 1, starting from diisopropylamine (21 mL, 150 mmol), n-butyllithium (58 mL, 145 mmol), cyclopentanecarboxylic acid methyl ester (13.1 g, 100 mmol), and 1,4-dibromobutane (21.59 g, 100 mmol), and after distillation, resulted in a colorless oil (12.8 g, 48%). ES(+)-HRMS m/e calcd. for C11H19BrO2 (M+H)+ 262.0568, obsd. 262.0565.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447035B2
Source datasetuspto-grants-2016_09
ORD IDord-08af6405ee1145fda3d257da68d88168
Source noteuspto-grants-2016_09