Dimethyl Sulfate → Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate

HRID 413536ノート

反応式

HRID 413536 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)=[O:6].[C:19](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>C(#N)C>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([O:16][CH3:19])=[O:15])=[CH:9][CH:8]=1)=[O:6]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 109235672-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid

生成物 1

HCID 10062338Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate収率 89.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Mix 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid (10.0 g, 37.3 mmol) and anhydrous potassium carbonate (3.5 g, 25.3 mmol). Heat to 40° C. in acetonitrile (100 mL) and stir under a nitrogen atmosphere. Add dimethyl sulfate (13.3 g, 105 mmol) and reflux for 45 minutes. Evaporate the solvent in vacuo, dissolve the residue in ethyl acetate (50 mL) and wash with water (4×50 mL). Dry (MgSO4), filter through silica gel and evaporate the solvent in vacuo to give the title compound (6.4 g, 89%).

後処理

  1. customEvaporate the solvent in vacuo
  2. dissolutiondissolve the residue in ethyl acetate (50 mL)
  3. washwash with water (4×50 mL)
  4. dry with materialDry (MgSO4)
  5. filtrationfilter through silica gel
  6. customevaporate the solvent in vacuo

出典と根拠

ORDレコード
ord-7c6bba36fcf8485cb6deb115ea5811f0
出典データセット
uspto-grants-2003_05
特許番号
US06566526B2

反応ノート

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