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Sodium Hydroxide → HCID 57800167、化合物

HRID 913388
ノート
印刷プレビュー

反応式

HRID 913388 の反応式
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:18]([O:20]CC)=[O:19])[N:6]2[CH2:13][C:14]([F:17])([F:16])[F:15].[OH-].[Na+]>C1COCC1.CO>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:18]([OH:20])=[O:19])[N:6]2[CH2:13][C:14]([F:17])([F:16])[F:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 24985292HCID 24985292、化合物

生成物 1

HCID 57800167HCID 57800167、化合物収率 94%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

To a solution of ethyl 4-chloro-5-cyano-1-(2,2,2-trifluoroethyl)-1H-indole-2-carboxylate (0.02 g, 0.06 mmol) in 1:1 THF/MeOH (4 mL) was added 1N NaOH (1 mL) and the mixture was heated at 70° C. for 1.25 h. Upon cooling, the mixture was partially concentrated under vacuo. The residue was partitioned between EtOAc and 0.2N HCl. The organic phase was washed with sat'd brine. The combined aqueous phases were reextracted twice with EtOAc. The organic phases were combined and washed with sat'd brine, dried (Na2SO4) and concentrated in vacuo to afford the title compound (0.017 g, 94% yield): MS (ES) m/z 301 (M−1).

後処理

  1. temperatureUpon cooling
  2. concentrationthe mixture was partially concentrated under vacuo
  3. customThe residue was partitioned between EtOAc and 0.2N HCl
  4. washThe organic phase was washed with sat'd brine
  5. washwashed with sat'd brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fe28f68e99c9405ea50fe4f37bfb5063
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08026262B2

反応ノート

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