Hydrochloric Acid → 4-cyclopentyl-5,6-dihydro4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid

HRID 500454노트

반응식

HRID 500454 반응식
C([O:3][C:4]([C:6]1[C:16]2=[C:17]3[C:12](=[CH:13][CH:14]=[CH:15]2)[CH2:11][CH2:10][CH:9]([CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[N:8]3[CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>O.C(O)C>[CH:18]1([CH:9]2[CH2:10][CH2:11][C:12]3[C:17]4=[C:16]([C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]24)[CH:15]=[CH:14][CH:13]=3)[CH2:19][CH2:20][CH2:21][CH2:22]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 686766484-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid ethyl ester

생성물 1

HCID 686748084-cyclopentyl-5,6-dihydro4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid수율 85.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 4-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid ethyl ester (1.45 g, 4.9 mmol) in water (10 ml) and ethanol (15 ml) was added sodium hydroxide (1.96 g, 49 mmol) and the reaction mixture heated at reflux overnight (˜14 h). The reaction was cooled and acidifed with 5 M HCl. The resulting white precipitate was filtered and dried in vacuo to give 4-cyclopentyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1-carboxylic acid (1.13 g, 4.2 mmol) as a white solid.

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux overnight (˜14 h)
  3. temperatureThe reaction was cooled
  4. filtrationThe resulting white precipitate was filtered
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-ef7ee6d06c444907bb5faeba78d38214
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772227B2

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