p-Bromoacetophenone → 2-(4-Bromophenyl)propan-2-ol

HRID 76160

Reaction equation

HRID 76160 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[CH:6][CH:5]=1)=[O:3].[CH3:11][Mg+].[Br-]>C(OCC)C>[Br:10][C:7]1[CH:8]=[CH:9][C:4]([C:2]([OH:3])([CH3:11])[CH3:1])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7466p-BromoacetophenoneHCID 178418689HCID 178418689, compound

Product 1

HCID 126819202-(4-Bromophenyl)propan-2-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

20.0 g (100 mmol) 4-bromoacetophenone are added to 300 mL diethylether and cooled down to 0° C. 35.2 mL MeMgBr (3M in diethylether) are added by a dropping funnel. Cooling is removed and the mixture is stirred at r.t. over night. The reaction quenched by careful addition of 150 mL sat. aq. NH4Cl solution and 150 mL water. The resulting mixture is stirred for 20 min. The layers are separated and the org. layer is washed with water (2×), dried with MgSO4 and the solvent is removed in vacuo.

Workup

  1. temperatureCooling
  2. customis removed
  3. customThe reaction quenched by careful addition of 150 mL sat. aq. NH4Cl solution and 150 mL water
  4. stirringThe resulting mixture is stirred for 20 min
  5. customThe layers are separated
  6. washlayer is washed with water (2×)
  7. dry with materialdried with MgSO4
  8. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-bc092db86e90497488c901f7343b86e1
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Linked notes

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