Water → 2-(4-methoxyphenyl)-2-oxoethyl acetate

HRID 1384407Notes

Reaction equation

HRID 1384407 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[K+].[CH3:6][O:7][C:8]1[CH:17]=[CH:16][C:11]([C:12](=[O:15])[CH2:13]Br)=[CH:10][CH:9]=1.O>CO>[C:1]([O:4][CH2:13][C:12]([C:11]1[CH:16]=[CH:17][C:8]([O:7][CH3:6])=[CH:9][CH:10]=1)=[O:15])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 517044Potassium Acetate

Product 1

HCID 2492642-(4-methoxyphenyl)-2-oxoethyl acetateYield 64.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 63 g potassium acetate in 750 ml of methanol, 92.9 g of 4-methoxyphenacyl bromide was dropped in. The resulting solution was refluxed for 4 hours, then cooled and poured into water. The aqueous layer was extracted with ether, then the combined organic phases were washed with water, dried, and evaporated to dryness. The resulting solid was recrystallized from methanol to yield 54.5 g crystals.

Workup

  1. temperatureThe resulting solution was refluxed for 4 hours
  2. temperaturecooled
  3. extractionThe aqueous layer was extracted with ether
  4. washthe combined organic phases were washed with water
  5. customdried
  6. customevaporated to dryness
  7. customThe resulting solid was recrystallized from methanol

Sources & evidence

ORD record
ord-f43a623114954c97aaa961d123eaa6ea
Source dataset
uspto-grants-2001_07
Patent number
US06258854B1

Reaction notes

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