Sodium Hydroxide → HCID 13408377, compound

HRID 1719871Notes

Reaction equation

HRID 1719871 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11]C(=O)C)[CH:9]=2)[CH:4]=[C:3]1[C:15]1[CH:20]=[CH:19][C:18]([O:21]C(=O)C)=[CH:17][CH:16]=1.[OH-].[Na+]>CO>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([OH:11])[CH:9]=2)[CH:4]=[C:3]1[C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13408342HCID 13408342, compound

Product 1

HCID 13408377HCID 13408377, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.3 grams of 1-methyl-2-(4-acetoxy-phenyl)-6-acetoxy-indole was dissolved in 20 cc of methanol, treated under nitrogen with 3 ml of 2N aqueous sodium hydroxide and stirred for 2 hours at room temperature. After acidification with 2N hydrochloric acid, the mixture was extracted by shaking with methylene chloride, dried and the solvent removed in a vacuum, the product was brought to crystallization with a little methylene chloride. Yield: 0.21 grams, M.P. 200°-204° C.

Workup

  1. extractionAfter acidification with 2N hydrochloric acid, the mixture was extracted
  2. stirringby shaking with methylene chloride
  3. customdried
  4. customthe solvent removed in a vacuum
  5. customthe product was brought to crystallization with a little methylene chloride

Sources & evidence

ORD record
ord-40ef96b8aea44953b4769c73cc64dbea
Source dataset
uspto-grants-1985_09
Patent number
US04543360

Reaction notes

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