Sodium Hydroxide → HCID 19891249, compound

HRID 893860Notes

Reaction equation

HRID 893860 reaction equation
C[O:2][C:3]([C:5]1[CH2:6][S:7][C:8]23[CH:17]=[CH:16][CH:15]=[CH:14][C:9]2=[N:10][CH:11]=[CH:12][C:13]=13)=[O:4].[OH-].[Na+]>CO>[S:7]1[C:8]23[CH:17]=[CH:16][CH:15]=[CH:14][C:9]2=[N:10][CH:11]=[CH:12][C:13]3=[C:5]([C:3]([OH:4])=[O:2])[CH2:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69959780HCID 69959780, compound

Product 1

HCID 19891249HCID 19891249, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In 200 ml of methanol was dissolved 12.16 g of benzo[b]thieno[2,3-c]pyridine-3-carboxylic acid methyl ester and after adding thereto 55 ml of a methanol solution of 1N sodium hydroxide, the mixture was refluxed for 30 minutes. After allowing the temperature to lower to room temperature, the mixture was allowed to stand overnight in a refrigerator and crystals thus deposited were collected by filtration. The crystals were suspended in water and after adjusting the pH thereof to from 2 to 3 with 1N hydrochloric acid, the suspension was stirred for a whole day and night at room temperature. Precipitates thus formed were collected by filtration to provide 10.2 g (yield of 88%) of benzo[b]thieno[2,3-c]pyridine-3-carboxylic acid.

Workup

  1. additionafter adding
  2. customto lower to room temperature
  3. filtrationthus deposited were collected by filtration
  4. customPrecipitates thus
  5. customformed
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-a9ebd4f60e574ec5b765f96d491d6f90
Source dataset
uspto-grants-1992_06
Patent number
US05126448

Reaction notes

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