Sodium Hydroxide → 4-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]butanoic acid

HRID 641503ノート

反応式

HRID 641503 の反応式
[CH:1]1([N:5]2[CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][C:14]([O:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])=[CH:15][C:8]=3[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([N:5]2[CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][C:14]([O:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:15][C:8]=3[CH2:7][CH2:6]2)[CH2:2][CH2:3][CH2:4]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 9996814Ethyl 4-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]butanoate

生成物 1

HCID 103802614-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]butanoic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl 4-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]butanoate (E167a) (1.5 g, 4.5 mmol) was diluted in ethanol (30 ml) and treated with 2N sodium hydroxide (7.9 ml). After stirring at reflux for 24 hours, the reaction mixture was cooled to room temperature, filtered and concentrated in vacuo. The crude mixture was applied to a SCX ion exchange cartridge (Varian bond-elute) and washed with water, methanol and then a mixture of 0.880 ammonia:methanol (1:9). The combined basic fractions were reduced in vacuo to afford the title compound (E167b) as the ammonium salt. MS (ES+) m/e 303 [M+H]+

後処理

  1. temperatureat reflux for 24 hours
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. washThe crude mixture was applied to a SCX ion exchange cartridge (Varian bond-elute)
  5. washwashed with water, methanol
  6. additiona mixture of 0.880 ammonia:methanol (1:9)

出典と根拠

ORDレコード
ord-fab349a6c9ec4a07ace66d76a4e0223f
出典データセット
uspto-grants-2010_04
特許番号
US07696193B2

反応ノート

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