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

HRID 249150노트

반응식

HRID 249150 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6f3ac6ae116945d0b3416216a399fa73
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212320

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