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Hydrochloric Acid → 2-Butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carboxylic acid

HRID 489290
ノート
印刷プレビュー

反応式

HRID 489290 の反応式
[CH2:1]([N:5]1[C:14](=[O:15])[C:13]([C:16]#N)=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[CH:6]1)[CH2:2][CH2:3][CH3:4].[OH-:18].[K+].Cl.[OH2:21]>C(O)C>[CH2:1]([N:5]1[C:14](=[O:15])[C:13]([C:16]([OH:21])=[O:18])=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[CH:6]1)[CH2:2][CH2:3][CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 222664592-Butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile

生成物 1

HCID 222665212-Butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carboxylic acid収率 70%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

2-Butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (7-012) (260 mg, 1.13 mmol) was dissolved in water (6 mL)/ethanol (26 mL), to the reaction mixture was added potassium hydroxide (444 mg, 7.91 mmol), and the reaction mixture was heated under reflux for 24 h, and then cooled under ice-cooling. To the reaction mixture was added dropwise diluted hydrochloric acid (2 mol/L, 8 mL) and the reaction mixture was extracted with ethyl acetate (70 mL), dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The crystal residue was recrystallized from hexane to give 2-butyl-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carboxylic acid (4-501-05) (197 mg, 70%) as a white crystal.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 24 h
  3. temperaturecooled under ice-
  4. temperaturecooling
  5. extractionthe reaction mixture was extracted with ethyl acetate (70 mL)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated under reduced pressure
  8. customThe crystal residue was recrystallized from hexane

出典と根拠

ORDレコード
ord-abd4dca3716547b4be789577d7efa10c
出典データセット
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06977266B2

反応ノート

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