Sodium Methoxide → Methyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoat

HRID 1769346ノート

反応式

HRID 1769346 の反応式
[Cl:1][C:2]1[CH:42]=[CH:41][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16]C(=O)C4C=CC=CC=4)=[CH:13][CH:14]=3)[C:9]([C:25](=[O:32])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:8]2[CH2:33][C:34]([CH3:40])([CH3:39])[C:35]([O:37][CH3:38])=[O:36])=[CH:4][CH:3]=1.C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([OH:16])=[CH:13][CH:14]=3)[C:9]([C:25](=[O:32])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:8]2[CH2:33][C:34]([CH3:40])([CH3:39])[C:35]([O:37][CH3:38])=[O:36])=[CH:41][CH:42]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 18947606Methyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-benzoyloxyindol-2-yl]-2,2-dimethylpropanoate

生成物 1

HCID 18947530Methyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoat

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

The compound from Step A (300 mg) was dissolved in 4 mL of MeOH and treated with 1 mL of a 1.4M solution of NaOMe in MeOH under argon for 3 hrs. The mixture was poured onto 20 mL of NH4OAc (25% solution), extracted with 3×15 mL of ether, washed with 10 mL of H2O, dried over MgSO4 and the solvent removed under vacuum. The resulting oil was purified by chromatography on silica gel to afford the title compound.

後処理

  1. extractionextracted with 3×15 mL of ether
  2. washwashed with 10 mL of H2O
  3. dry with materialdried over MgSO4
  4. customthe solvent removed under vacuum
  5. customThe resulting oil was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-222f01480e094ed6b88d5060e9e75102
出典データセット
uspto-grants-1995_01
特許番号
US05380850

反応ノート

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