Sodium Hydroxide → HCID 14770063, compound

HRID 1087531Notes

Reaction equation

HRID 1087531 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([C:14]2[CH:15]=[C:16]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:17](=[O:27])[N:18]3[C:23]=2[C:22]2[S:24][CH:25]=[CH:26][C:21]=2[CH2:20][CH2:19]3)=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[O:27]=[C:17]1[C:16]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)=[CH:15][C:14]([C:12]([N:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)=[O:13])=[C:23]2[N:18]1[CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][S:24][C:22]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19020411HCID 19020411, compound

Product 1

HCID 14770063HCID 14770063, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.1 g of ethyl-1-[[4,5-dihydro-7-oxo-8-phenyl-7H -thieno[2,3-a]quinolizin-10-yl]carbonyl]-4-piperidinecarboxylate and 0.016 g of sodium hydroxide in 2 ml of methanol, was heated under reflux for 3 hours. The mixture was then evaporated in vacuo, the residue was taken up in water and extracted with chloroform. The aqueous phase was made acid with 3N hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over sodium sulfate and evaporated in vacuo and there was obtained crude 1-[[4,5-dihydro-7-oxo-8-phenyl-7H-thieno[2,3-a]-quinolizin-10-yl]carbonyl-4-piperidinecarboxylic acid.

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe mixture was then evaporated in vacuo
  3. extractionextracted with chloroform
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-521260a6b9d94cc2a7c196d7cbdb8c09
Source dataset
uspto-grants-1991_07
Patent number
US05036066

Reaction notes

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