Acetyl chloride → HCID 54330111, compound

HRID 544720Notes

Reaction equation

HRID 544720 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH:13]([CH3:16])[CH:14]=[CH2:15])[CH:7]=1>O>[C:1]([O:12][C:9]1[CH:10]=[CH:11][C:6]([CH3:5])=[CH:7][C:8]=1[CH:13]([CH3:16])[CH:14]=[CH2:15])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 12430366HCID 12430366, compound

Product 1

HCID 54330111HCID 54330111, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

42.6 ml (0.6 mole) of acetyl chloride are added dropwise in the course of 1 hour at room temperature, while stirring, to 81.1 g (0.5 mole) of 4-methyl-2-(1-methyl-2-propenyl)-phenol. The reaction mixture is then heated to 100° and left at this temperature for 2 hours. After cooling, water is cautiously added and extraction is carried out with methylene chloride. The organic phase is dried over sodium sulphate and concentrated by evaporation. Subsequent distillation of the remaining residue (64°-70°/4.10-2 torr) yields 4-methyl-2-(1-methyl-2-propenyl)-phenyl acetate in the form of a pale-yellow oil.

Workup

  1. temperatureThe reaction mixture is then heated to 100°
  2. temperatureAfter cooling
  3. extractionextraction
  4. dry with materialThe organic phase is dried over sodium sulphate
  5. concentrationconcentrated by evaporation
  6. distillationSubsequent distillation of the remaining residue (64°-70°/4.10-2 torr)

Sources & evidence

ORD record
ord-2b06d2d99cdb45f2b16cc880b098a316
Source dataset
uspto-grants-1984_05
Patent number
US04451462

Reaction notes

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