1,5-Dibromopentane → Diethyl-5-bromopentylphosphonate

HRID 1706169Notes

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][Br:7].[CH2:8]([O:10][P:11]([O:15]CC)[O:12][CH2:13][CH3:14])[CH3:9]>>[Br:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][P:11](=[O:15])([O:12][CH2:13][CH3:14])[O:10][CH2:8][CH3:9]

Participants

Reactant 2

HCID 81001,5-Dibromopentane

HCID 31215Triethyl phosphite

Product 1

HCID 10924159Diethyl-5-bromopentylphosphonateYield 104.2%

Conditions

Temperature: 160 °C

Procedure

A mixture of 1,5-dibromopentane (500 g.) and triethylphosphite (72.0 g.) was stirred at 160° C. for 40 minutes and then excess 1,5-dibromopentane was distilled off under reduced pressure to give oily diethyl 5-bromopentylphosphonate (129.6 g.).

Workup

distillationexcess 1,5-dibromopentane was distilled off under reduced pressure

Sources & evidence

ORD record: ord-eed7a142fd44449889f4be1f269c3c05
Source dataset: uspto-grants-1980_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04206156

Reaction notes

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