Water → HCID 3904240, compound

HRID 866372Notes

Reaction equation

HRID 866372 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](Br)[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:17].O>CC(C)=O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:15][C:16](=[O:17])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 2879P-CresolHCID 6259Phenacyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 3904240HCID 3904240, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Methylphenol (5.4g; 0.05 m) and potassium carbonate (6.9g; excess) were mixed in dry acetone (40 ml.) phenacyl bromide (9.95 g.; 0.05 m) was added and the mixture was boiled under reflux with vigorous stirring for 4 hours. The mixture was cooled to room temperature, poured into iced water extracted with ether, washed with dilute sodium hydroxide solution water, dried and evaporated. The crude product was recrystallised from ethanol to give the title compound, m.p. 65° C.

Workup

  1. additionwas added
  2. temperatureunder reflux
  3. extractionextracted with ether
  4. washwashed with dilute sodium hydroxide solution water
  5. customdried
  6. customevaporated
  7. customThe crude product was recrystallised from ethanol

Sources & evidence

ORD record
ord-65ad6963fbe1484ab6ba3ca688f64065
Source dataset
uspto-grants-1978_07
Patent number
US04098816

Reaction notes

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