Triethylamine → HCID 73703362, 화합물

HRID 2307415노트

반응식

HRID 2307415 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 73703362HCID 73703362, 화합물수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-ab04c1934cde41a59b9880e7b3017120
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06831080B2

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