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

HRID 1009017

反応式

HRID 1009017 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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)+

後処理

  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

出典と根拠

ORDレコード
ord-a31fab5e8e3c47a8838aa07a1e1c47f2
出典データセット
uspto-grants-2011_07
特許番号
US07973051B2

関連ノート

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