Thionyl bromide → 2-(3-Bromopropyl)-1,3-difluorobenzene

HRID 1835109Notes

Reaction equation

HRID 1835109 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][CH2:10][CH2:11]O.S(Br)([Br:15])=O>C1(C)C=CC=CC=1>[Br:15][CH2:11][CH2:10][CH2:9][C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8]

Participants

4

Reactant 2

HCID 68176Thionyl bromide2×HCID 235027643-(2,6-Difluorophenyl)propan-1-ol

Product 1

HCID 235027282-(3-Bromopropyl)-1,3-difluorobenzene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.86 g (39.8 mmol) of 3-(2,6-difluorophenyl)propan-1-ol (Example 1.2.4) is dissolved in 50 ml toluene and 19.1 g (92.0 mmol) of thionyl bromide is added. The mixture is refluxed for 3 hours, the solvent is eliminated and excess thionyl bromide is eliminated. Then the residue is purified by flash chromatography (cyclohexane). Yield: 6.98 g.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. customThen the residue is purified by flash chromatography (cyclohexane)

Sources & evidence

ORD record
ord-87a782ebe2b240c1aca787c9900d4e54
Source dataset
uspto-grants-2004_08
Patent number
US06770636B2

Reaction notes

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