Sodium Hydroxide → HCID 10490849, compound

HRID 1086513Notes

Reaction equation

HRID 1086513 reaction equation
[OH-].[Na+].[CH3:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[C:5]1[S:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]CC)=[O:18]>C(O)C>[CH3:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[C:5]1[S:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19826174HCID 19826174, compound

Product 1

HCID 10490849HCID 10490849, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

70 ml of normal sodium hydroxide are added to a solution of 18.30 g of ethyl 4-(1-methyl-2-indolylthio)butanoate, obtained in the preceding stage, in 250 ml of ethanol. After 1 hour of heating under reflux, the reaction medium is evaporated and the residue is taken up with water. The aqueous phase is washed with ethyl acetate and acidified with aqueous hydrochloric acid solution. The precipitate is drained, washed with water, dried and recrystallized in ethanol.

Workup

  1. temperatureAfter 1 hour of heating
  2. temperatureunder reflux
  3. customthe reaction medium is evaporated
  4. washThe aqueous phase is washed with ethyl acetate
  5. washwashed with water
  6. customdried
  7. customrecrystallized in ethanol

Sources & evidence

ORD record
ord-8c82dfccf88141cc86d95d7a58e2d9c8
Source dataset
uspto-grants-1991_07
Patent number
US05030646

Reaction notes

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