Sodium Hydroxide → HCID 15859177, compound

HRID 1279495Notes

Reaction equation

HRID 1279495 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[NH:13][C:12]([C:19]([O:21]C)=[O:20])=[CH:11]2.[OH-].[Na+]>CC(C)=O.CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([O:28][CH3:29])[C:25]=1[O:26][CH3:27])[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[NH:13][C:12]([C:19]([OH:21])=[O:20])=[CH:11]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18185205HCID 18185205, compound

Product 1

HCID 15859177HCID 15859177, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

180 mg of methyl 5-(3,4,5-trimethoxybenzyloxy)-6-methoxy-1H-indole-2-carboxylate are dissolved in 15 ml of acetone and 3 ml of methanol. 15 ml of 1N sodium hydroxide are added and the mixture is left to react for 2 hours at 30° C. The solvents are evaporated off under vacuum and the residual aqueous phase is acidified to pH=2 with concentrated hydrochloric acid. A solid is obtained, which is purified by taking it up in ethyl acetate at room a temperature.

Workup

  1. waitthe mixture is left
  2. customto react for 2 hours at 30° C
  3. customThe solvents are evaporated off under vacuum
  4. customA solid is obtained
  5. customwhich is purified

Sources & evidence

ORD record
ord-4c22898c50cd4232a0a8018b94494bcb
Source dataset
uspto-grants-2002_09
Patent number
US06448285B1

Reaction notes

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