Water → 1-(Bromomethyl)-3-ethylbenzene

HRID 1871982

Reaction equation

HRID 1871982 reaction equation
P(Br)(Br)[Br:2].[CH2:5]([C:7]1[CH:8]=[C:9]([CH2:13]O)[CH:10]=[CH:11][CH:12]=1)[CH3:6].O>C1C=CC=CC=1>[Br:2][CH2:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([CH2:5][CH3:6])[CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 104659(3-Ethylphenyl)methanol

Product 1

HCID 220036561-(Bromomethyl)-3-ethylbenzene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Phosphorous tribromide (5.3 ml) was added to a solution of the product from step (i) (7.6 g) in benzene (150 ml) at 0° C. After 3 hours, water (40 ml) was added and the mixture warmed to room temperature and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated. Purified by chromatography eluting with 2% ethyl acetate in isohexane. Yield 8.0 g.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customPurified by chromatography
  5. washeluting with 2% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-b501f9e1eb8544469e9e0de14223e35f
Source dataset
uspto-grants-2000_08
Patent number
US06107297

Linked notes

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