Sodium Hydroxide → HCID 19603725, compound

HRID 1604659Notes

Reaction equation

HRID 1604659 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[CH:22]=[C:21]4[C:29]([O:31]C)=[O:30])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O.C(O)C>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[CH:22]=[C:21]4[C:29]([OH:31])=[O:30])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19603787HCID 19603787, compound

Product 1

HCID 19603725HCID 19603725, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of methyl 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indole-2-carboxylate (0.86 g) and sodium hydroxide (0.77 g) in a mixture of water (10 ml) and ethanol (20 ml) was stirred under reflux for 2 hours. After removal of solvents, the residue was dissolved into water and the solution was acidified with diluted hydrochloric acid to pH 3. The resulting precipitates were collected by filtration and dried in vacuo to give 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indole-2-carboxylic acid (0.80 g).

Workup

  1. temperatureunder reflux for 2 hours
  2. customAfter removal of solvents
  3. dissolutionthe residue was dissolved into water
  4. customThe resulting precipitates
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-f2dc88556c2040e5916da6a31919e1aa
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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