Potassium Hydroxide → HCID 19085514, compound

HRID 962758Notes

Reaction equation

HRID 962758 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][C:28]=1[O:29][CH:30]([C:47]1[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=1)[CH2:31][CH2:32][N:33]1[CH2:38][CH2:37][N:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[O:45][CH3:46])[CH2:35][CH2:34]1)[C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10](S(C2C=CC=CC=2)(=O)=O)[CH:9]=1)=[O:7].[OH-].[K+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][C:28]=1[O:29][CH:30]([C:47]1[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=1)[CH2:31][CH2:32][N:33]1[CH2:38][CH2:37][N:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[O:45][CH3:46])[CH2:35][CH2:34]1)[C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)=[O:7]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19085554HCID 19085554, compound

Product 1

HCID 19085514HCID 19085514, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-{3-Methoxy-4-{1-(4-methylphenyl)-3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}-1-(phenylsulfonyl)indole (0.49 g) obtained in Step 4 was dissolved in methanol (10 ml). Potassium hydroxide (0.60 g) was added to the resultant solution and refluxed for 1 hour. After cooling, the solvent was distilled off. Water was added to the residue, followed by extraction with methylene chloride. The extract was washed with brine and then dried. The solvent was distilled off, obtaining 0.37 g of 3-{3-methoxy-4-{l-(4-methylphenyl)-3-[4-(2-methoxyphenyl) piperazin-1-yl]propoxy}benzoyl}indole as a light yellow oily substance.

Workup

  1. temperaturerefluxed for 1 hour
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled off
  4. additionWater was added to the residue
  5. extractionfollowed by extraction with methylene chloride
  6. washThe extract was washed with brine
  7. customdried
  8. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-1aafb4208fc741d5abcd1471e3304c94
Source dataset
uspto-grants-1998_06
Patent number
US05760040

Reaction notes

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