Sodium Hydroxide → HCID 15736826, compound

HRID 1358504Notes

Reaction equation

HRID 1358504 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:20]([O:22]C)=[O:21])[NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CC(C)=O.CO>[CH2:1]([O:8][C:9]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:20]([OH:22])=[O:21])[NH:13]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18185202HCID 18185202, compound

Product 1

HCID 15736826HCID 15736826, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

0.11 g of methyl 4-benzyloxy-6-methoxy-1H-indole-2-carboxylate is dissolved in 3 ml of acetone and 2 ml of methanol. 6 ml of 1N sodium hydroxide are then added. This mixture is left to react for 4 hours at room temperature. The medium is concentrated on a rotary evaporator and diluted with 20 ml of water. The resulting mixture is acidified to pH=2 with concentrated hydrochloric acid. A light brown solid is obtained. The recovered mass is 700 mg, which corresponds to a yield of 67%.

Workup

  1. waitThis mixture is left
  2. customto react for 4 hours at room temperature
  3. concentrationThe medium is concentrated on a rotary evaporator
  4. additiondiluted with 20 ml of water
  5. customA light brown solid is obtained

Sources & evidence

ORD record
ord-f1a1e3bc46a14afa9f76aab9446c9eb1
Source dataset
uspto-grants-2003_07
Patent number
US06596753B2

Reaction notes

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