Potassium Carbonate → (1-Methyl-1H-indol-7-yloxy)-acetic acid ethyl ester

HRID 1009017

반응식

HRID 1009017 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[OH:11])[CH:4]=[CH:3]1.I[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][O:11][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[N:2]([CH3:1])[CH:3]=[CH:4]2)[CH3:18]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 12183Ethyl iodoacetateHCID 221368021-methyl-1H-indol-7-ol

생성물 1

HCID 67304817(1-Methyl-1H-indol-7-yloxy)-acetic acid ethyl ester수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-methyl-1-H-indol-7-ol (Chemstep, CAS: 47577-334, 2.5 g, 17 mmol) and ethyl iodoacetate (Fluka, CAS: 623-48-3, 4.58 g, 21 mmol) in DMF abs. (25 mL) was added potassium carbonate (4.23 g, 31 mmol). The reaction mixture was stirred at rt for 20 h, quenched with ice/water, and extracted with ethyl acetate. The organics were washed, dried and concentrated, the residue was chromatographed on silica gel using heptanelethyl acetate as eluent to obtain the desired compound (3.37 g) as a creamy solid. MS (ISP): m/e 234.1 (M+H)+

후처리

  1. customquenched with ice/water
  2. extractionextracted with ethyl acetate
  3. washThe organics were washed
  4. customdried
  5. concentrationconcentrated
  6. customthe residue was chromatographed on silica gel using heptanelethyl acetate as eluent

출처 및 근거

ORD 기록
ord-a31fab5e8e3c47a8838aa07a1e1c47f2
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973051B2

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