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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167110Generated: November 1, 2026

1,3-Dibromobutane → HCID 22995747, compound

https://huagongshe.com/reaction/1167110

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromobutaneHCID 7889—
ReactantDiisopropylamineHCID 7912—
ReactantHCID 578303HCID 578303—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 22995747HCID 22995747—

Reaction Conditions

Temperature-10 °C

Reaction Steps

40 ml (0.1 mol) of n-butyl lithium as a 2.5 molar solution in hexane are added dropwise to a solution of 14 ml (0.1 mol) of diisopropylamine in 150 ml of anhydrous tetrahydrofuran at −30° C. and stirred for 10 minutes at −10° C. At −76° C., 16.4 g (0.1 mol) of methyl 2-phenylbutanecarboxylate are added dropwise and the mixture is stirred for 30 minutes at this temperature. Then 12.12 ml (0.101 mol) of 1,3-dibromobutane are added, when the addition has ended the cooling bath is removed and the mixture is stirred for 14 hours at ambient temperature. The reaction solution is poured onto 1.2 l water and extracted with diethylether. The organic phases are extracted with water, dried over sodium sulphate and the solvent is eliminated. The residue is distilled under high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617325B1
Source datasetuspto-grants-2003_09
ORD IDord-326b983a529647d2bbbdd1720fd3266e
Source noteuspto-grants-2003_09