Water → 2-(4-(Bromomethyl)phenyl)acetonitrile

HRID 898535Notes

Reaction equation

HRID 898535 reaction equation
P(Br)(Br)[Br:2].O[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]#[N:15])=[CH:9][CH:8]=1.O>CC(OC)(C)C>[Br:2][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]#[N:15])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 109971832-(4-(Hydroxymethyl)phenyl)acetonitrile

Product 1

HCID 143420762-(4-(Bromomethyl)phenyl)acetonitrile

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

0.86 mL (9 mmol) of phosphorus tribromide are added dropwise to a solution of 2.6 g (17.66 mmol) of (4-hydroxymethyl-phenyl)-acetonitrile in 25 mL MTBE at 0° C. After the reaction has ended the reaction mixture is combined with water at RT, the organic phase is separated off and these are extracted successively with sodium hydrogen carbonate solution and water. The organic phase is dried over magnesium sulphate and the solvent is distilled off using the rotary evaporator.

Workup

  1. customthe organic phase is separated off
  2. extractionthese are extracted successively with sodium hydrogen carbonate solution and water
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. distillationthe solvent is distilled off
  5. customthe rotary evaporator

Sources & evidence

ORD record
ord-257d28e59c70498cbc353679dc815d84
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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