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Ethyl Bromide → Diethyl (3-bromopropyl)phosphonate

HRID 1986
Notes
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Reaction equation

HRID 1986 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4]Br.[P:6]([O:13]CC)([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9].BrCC>>[Br:1][CH2:2][CH2:3][CH2:4][P:6]([O:10][CH2:11][CH3:12])(=[O:13])[O:7][CH2:8][CH3:9]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6332Ethyl BromideHCID 80011,3-DibromopropaneHCID 31215Triethyl phosphite

Product 1

HCID 283500Diethyl (3-bromopropyl)phosphonate

Conditions

Temperature
130 °C

Procedure

A mixture of 605 g (3.0 mol) of 1,3-dibromopropane and 250 g (1.5 mol) of triethyl phosphite was heated at an oil bath temperature of 130° C., while stirring and passing in nitrogen, for approximately 5 hours until approximately 154 g (1.5 mol) of bromoethane distilled over into a strongly ice-cooled receiver. The reaction mixture was distilled first in a bulb tube and then fractionally.

Workup

  1. distillationdistilled over into a strongly ice-
  2. temperaturecooled receiver
  3. distillationThe reaction mixture was distilled first in a bulb tube

Sources & evidence

ORD record
ord-0e2048f259f14c369c409d485f3d1e95
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05728686

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes