Sodium Hydroxide → HCID 14770063, compound

HRID 1109567Notes

Reaction equation

HRID 1109567 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-piperidine-carboxylic 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-77ed8eeed6ba4ab6abceb77be713d234
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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