Triethylamine → HCID 73703362、化合物

HRID 2307415ノート

反応式

HRID 2307415 の反応式
[CH3:1][O:2][C:3]([N:5]1[C:13]2[C:8](=[CH:9][C:10]([C:14](=O)[CH3:15])=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)=[O:4].C(N(CC)CC)C.Cl.[OH-:25].[NH4+:26]>C(O)C>[OH:25][N:26]=[C:14]([C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:6][CH2:7]2)[CH3:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 13908798HCID 13908798、化合物HCID 20744325Methyl 5-acetyl-2,3-dihydro-1H-indole-1-carboxylate

生成物 1

HCID 73703362HCID 73703362、化合物収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 5-acetyl-2,3-dihydroindole-1-carboxylic acid methyl ester, Preparation 18 (6.57 g, 30 mmol), triethylamine (6.06 g, 60 mmol), and ammonium hydroxide hydrochloride (4.2 g, 60 mmol) in ethanol (80 mL) was stirred under reflux for 16 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was extracted with CH2Cl2 (1×60 mL), and the organic layer was dried over anhydrous magnesium sulfate, filtered, and the resultant filtrate was concentrated in vacuo. The crude material was purified by flash column chromatography on silica eluting with ethyl acetate/hexane (30%) to provide the title product (6.3 g, 90%) as a solid.

後処理

  1. temperatureunder reflux for 16 hours
  2. concentrationconcentrated in vacuo
  3. extractionThe residue was extracted with CH2Cl2 (1×60 mL)
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationthe resultant filtrate was concentrated in vacuo
  7. customThe crude material was purified by flash column chromatography on silica eluting with ethyl acetate/hexane (30%)

出典と根拠

ORDレコード
ord-ab04c1934cde41a59b9880e7b3017120
出典データセット
uspto-grants-2004_12
特許番号
US06831080B2

反応ノート

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