Sodium Hydroxide → cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile

HRID 2272016ノート

反応式

HRID 2272016 の反応式
FC(F)(F)C([N:5]1[CH2:10][CH2:9][CH2:8][C@@H:7]2[C:11]3[CH:12]=[C:13]([C:18]#[N:19])[CH:14]=[CH:15][C:16]=3[CH2:17][C@H:6]12)=O.[OH-].[Na+]>CO.[Cl-].[Na+].O>[NH:5]1[CH2:10][CH2:9][CH2:8][C@@H:7]2[C:11]3[CH:12]=[C:13]([C:18]#[N:19])[CH:14]=[CH:15][C:16]=3[CH2:17][C@H:6]12

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 86654082cis-1-(2,2,2-trifluoroacetyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile

生成物 1

HCID 67224019cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of cis-1-(2,2,2-trifluoroacetyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile (5.50 g) and 4 M NaOH solution (5.6 mL) in methanol (30 mL) is stirred at room temperature for 2 h. Brine (150 mL) is then added and the resulting mixture is extracted with ethyl acetate (3×75 mL). The combined extract is dried (MgSO4) and concentrated to give the title compound as an oil that solidified upon standing. Yield: 3.70 g (quantitative); Mass spectrum (ESI+): m/z=295 [M+H]+.

後処理

  1. extractionthe resulting mixture is extracted with ethyl acetate (3×75 mL)
  2. extractionThe combined extract
  3. dry with materialis dried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a8d9637e867a4c7cb2c20682fbbc2f70
出典データセット
uspto-grants-2015_09
特許番号
US09120769B2

反応ノート

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