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

HRID 327228노트

반응식

HRID 327228 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5814d706927a40f397f2dea0831d6447
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05272145

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