Water → Methylthiophenyl-2-methyl-1-butanone

HRID 376365Notes

Reaction equation

HRID 376365 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][CH:6]([CH2:10][CH3:11])[C:7](Cl)=[O:8].[C:12]1([S:18][CH3:19])[CH:17]=[CH:16]C=CC=1.O.[CH:21](Cl)(Cl)Cl>>[CH3:5][C:6]([CH3:21])([CH2:10][CH3:11])[C:7]([C:19]1[S:18][CH:12]=[CH:17][CH:16]=1)=[O:8]

Participants

6

Reactant 5

HCID 962WaterHCID 6212ChloroformHCID 7520ThioanisoleHCID 93697Butanoyl chloride, 2-methyl-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 20484098Methylthiophenyl-2-methyl-1-butanone

Procedure

To a suspension of AlCl3 (35.4 g) in CHCl3 (500 mL) at -10° C. was added dropwise 2-methylbutyryl chloride (31.3 g) followed by thioanisole (31.2 mL). The mixture was then stirred at r.t. for 20 min. and was then cooled back to 0° C. Water (200 mL) was then added over 30 min. The CHCl3 layer was separated and dried over MgSO4. After filtration and removal of the solvent, the residue was dried under vacuum at 80° C. for 2 h to give 35 g of the title compound.

Workup

  1. temperaturewas then cooled back to 0° C
  2. customThe CHCl3 layer was separated
  3. dry with materialdried over MgSO4
  4. filtrationAfter filtration and removal of the solvent
  5. customthe residue was dried under vacuum at 80° C. for 2 h

Sources & evidence

ORD record
ord-a211d2421a314246a54b8ec9565058f4
Source dataset
uspto-grants-2000_02
Patent number
US06020343

Reaction notes

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