1-Phenylethanol → (1-Bromoethyl)benzene

HRID 2180236Notes

Reaction equation

HRID 2180236 reaction equation
[CH3:1][CH:2](O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.P(Br)(Br)[Br:11]>C(Cl)(Cl)Cl>[Br:11][CH:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH3:1]

Participants

4

Reactant 2

HCID 74091-PhenylethanolHCID 24614Phosphorus tribromide

Product 1

HCID 11454(1-Bromoethyl)benzeneYield 94.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of DL-sec-phenethyl alcohol (1.81 ml, 15 mmol) in chloroform (20 ml) was added phosphorus tribromide (15.75 ml, 15.75 mmol) dropwise at room temperature. The mixture was stirred at room temperature for 18 hours, poured into wet ice, washed with brine (4×), dried (MgSO4), then evaporated to dryness to yield 2.62 g of the title compound.

Workup

  1. additionpoured into wet ice
  2. washwashed with brine (4×)
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-455c015c1388410891d2ac41a4f64d5c
Source dataset
uspto-grants-2005_05
Patent number
US06887863B2

Reaction notes

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