Potassium Carbonate → (2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

HRID 1445887

반응식

HRID 1445887 반응식
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2.[CH2:12]([O:19][C:20](=[O:23])[CH2:21]Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:19][C:20](=[O:23])[CH2:21][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 5902254-Hydroxy-2-methylindole

생성물 1

HCID 58765424(2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 4-hydroxy-2-methylindole (3.0 g, 0.02 mole), bromo-acetic acid benzyl ester (4.6 g, 0.02 mole), potassium carbonate (2.8 g, 0.02 mole) in acetone was refluxed for 48 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (10:1 Hex:EtOAc) to afford intermediate (2). Yield: 3.5 g, 58%.

후처리

  1. temperaturewas refluxed for 48 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by column chromatography (10:1 Hex:EtOAc)

출처 및 근거

ORD 기록
ord-af9a5eb9069141e4a752b31f69239149
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666898B2

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