Sodium Hydroxide → HCID 13490361, compound

HRID 485354Notes

Reaction equation

HRID 485354 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:5])C.[OH-].[Na+]>CO.O>[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:11]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:5])=[O:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20270202HCID 20270202, compound

Product 1

HCID 13490361HCID 13490361, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1.0 g of 2-[4-(ethoxycarbonyl)butyl]-N-(3-pyridyl)indole and 0.25 g of sodium hydroxide in 5 ml of methanol and 5 ml of water is stirred for 17 hours at room temperature. The solvent is evaporated and the residue is redissolved in 10 ml of water and neutralized with 0.515 ml of concentrated hydrochloric acid. The resulting product is recrystallized from methanol to yield 2-(4-carboxybutyl)-N-(3-pyridyl)indole, m.p. 143°-144°.

Workup

  1. customThe solvent is evaporated
  2. dissolutionthe residue is redissolved in 10 ml of water and neutralized with 0.515 ml of concentrated hydrochloric acid
  3. customThe resulting product is recrystallized from methanol

Sources & evidence

ORD record
ord-ffcefa5ff5954aadad38897c02125129
Source dataset
uspto-grants-1985_08
Patent number
US04536505

Reaction notes

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