Iodoethane → HCID 66720186、化合物

HRID 348519ノート

反応式

HRID 348519 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][C:14]([O:19][CH3:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2].[H-].[Na+].[CH2:23](I)[CH3:24]>CN(C=O)C.[NH4+].[Cl-].O>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]2[N:10]([CH2:23][CH3:24])[C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][C:14]([O:19][CH3:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

参加物

7

反応物 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 66720295Ethyl 6-methoxy-9H-carbazole-3-carboxylate

生成物 1

HCID 66720186HCID 66720186、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回HCID 25517Ammonium Chloride溶媒

実験手順

A solution of 6-methoxycarbazole-3-carboxylic acid ethyl ester (1.28 g, 4.77 mmol) in DMF (8 mL) was added to a suspension of sodium hydride (60% in mineral oil, 0.286 mg, 7.15 mmol) in DMF at 0° C. The reaction was stirred for 30 minutes then ethyl iodide was added (0.89 g, 5.72 mmol). The reaction was allowed to reach room temperature and was stirred for further 15 hours then was diluted with NH4Cl sat. and water. The reaction was extracted with tert-butylmethyl ether and the organic phase was washed with water then brine. The organic layer was dried over sodium sulfate and the solvent concentrated in vacuo to give a crude which was purified by column (10% ethyl acetate/hexane) to afford 0.79 g of the title compound.

後処理

  1. customto reach room temperature
  2. stirringwas stirred for further 15 hours
  3. extractionThe reaction was extracted with tert-butylmethyl ether
  4. washthe organic phase was washed with water
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationthe solvent concentrated in vacuo
  7. customto give a crude which
  8. customwas purified by column (10% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-527c9943c4d04d53b07c1f3a6cb9adcc
出典データセット
uspto-grants-2007_02
特許番号
US07176322B2

反応ノート

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