Dichloromethane → HCID 14770062, compound

HRID 1109595Notes

Reaction equation

HRID 1109595 reaction equation
[O:1]=[C:2]1[CH:11]=[CH:10][C:9]([C:12]([N:14]2[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16][CH2:15]2)=[O:13])=[C:8]2[N:3]1[CH2:4][CH2:5][C:6]1[CH:23]=[C:22](C3C=CC=CC=3)[S:21][C:7]=12.[Cr](Cl)([O-])(=O)=O.[NH+]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.[CH2:41](Cl)Cl>>[O:1]=[C:2]1[C:11]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:10][C:9]([C:12]([N:14]2[CH2:15][CH2:16][C:17](=[O:20])[CH2:18][CH2:19]2)=[O:13])=[C:8]2[N:3]1[CH2:4][CH2:5][C:6]1[CH:23]=[CH:22][S:21][C:7]=12

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 19020429HCID 19020429, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 14770062HCID 14770062, compound

Procedure

A solution of 100 mg of 1-[(4,5-dihydro-7-oxo-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]-4-piperidinol in 5 ml of methylene chloride was treated with 51 mg of pyridinium chlorochromate. After the reaction was completed, the solvent was evaporated in vacuo and the residue was chromatographed over silica gel. The product was recrystallized from diethyl ether and there was obtained 1-[(4,5-dihydro-7-oxo-8-phenyl-7H-thieno[2,3-a]-quinolizin-10-yl)carbonyl]-4-piperidinone of m.p. 218°-220°.

Workup

  1. customthe solvent was evaporated in vacuo
  2. customthe residue was chromatographed over silica gel
  3. customThe product was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-a409ba9b97f74f7a90d93c0b3ff77d23
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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