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

HRID 500454ノート

反応式

HRID 500454 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef7ee6d06c444907bb5faeba78d38214
出典データセット
uspto-grants-2010_08
特許番号
US07772227B2

反応ノート

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