Potassium Carbonate → Methyl 3-[1-(3-isobutylphenyl)ethyl]benzoate

HRID 249150ノート

反応式

HRID 249150 の反応式
O[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].Br[CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][CH:22]([CH3:24])[CH3:23])[CH:16]=1)[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:21]([C:17]1[CH:16]=[C:15]([CH:13]([C:2]2[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=2)[C:5]([O:7][CH3:8])=[O:6])[CH3:14])[CH:20]=[CH:19][CH:18]=1)[CH:22]([CH3:24])[CH3:23]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 88068Methyl 3-HydroxybenzoateHCID 190248461-(1-Bromoethyl)-3-isobutylbenzene

生成物 1

HCID 19024733Methyl 3-[1-(3-isobutylphenyl)ethyl]benzoate収率 79.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

A mixture of methyl 3-hydroxybenzoate (939 mg), 1-(1-bromoethyl)-3-isobutylbenzene (1.49 g) and potassium carbonate (1.71 g) in N,N-dimethylformamide (20 ml) was stirred at 25° C. overnight. The mixture was partitioned between ether and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated. The residue was chromatographed on silica gel (30 g) eluting with a mixture of ethyl acetate and hexane (1:10) to give methyl 3-[1-(3-isobutylphenyl)ethyl]benzoate (1.45 g) as an oil.

後処理

  1. customThe mixture was partitioned between ether and 1N hydrochloric acid
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was chromatographed on silica gel (30 g)
  7. washeluting with a mixture of ethyl acetate and hexane (1:10)

出典と根拠

ORDレコード
ord-6f3ac6ae116945d0b3416216a399fa73
出典データセット
uspto-grants-1993_05
特許番号
US05212320

反応ノート

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