Hydrochloric Acid → HCID 23000834, compound

HRID 397602Notes

Reaction equation

HRID 397602 reaction equation
C([S:4][CH:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:19]([O:21][CH3:22])=[O:20])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[CH2:7]/[C:6]/1=[CH:23]\[C:24]([O:26][CH2:27]C)=[O:25])(=O)C.Cl>CO>[ClH:18].[Cl:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH:11]([N:8]1[CH2:9][CH2:10][CH:5]([SH:4])/[C:6](=[CH:23]/[C:24]([O:26][CH3:27])=[O:25])/[CH2:7]1)[C:19]([O:21][CH3:22])=[O:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15462957Methyl [(3E)-4-(acetylsulfanyl)-3-(2-ethoxy-2-oxoethylidene)piperidin-1-yl](2-chlorophenyl)acetate

Product 1

HCID 23000834HCID 23000834, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.22 g of the (E)-4-acetylthio-1-(2-chloro-α-methoxycarbonylbenzyl)-3-ethoxycarbonylmethylidenepiperidine obtained in the above-described step (a) were dissolved in 50 ml of methanol was dissolved. An appropriate amount of hydrogen chloride gas was blown through the resulting solution and the resulting mixture was allowed to stand overnight at room temperature. The residue after the removal of the solvent under reduced pressure was crystallized from diethyl ether, whereby 1.25 g of a mixture of (E)-1-(2-chloro-α-methoxycarbonylbenzyl)-3-ethoxycrbonylmethylidene-4-mercaptopiperidine hydrochloride and (E)-1-(2-chloro-α-methoxycarbonylbenzyl)-4-mercapto-3-methoxycarbonylmethylidene-piperidine hydrochloride was obtained.

Workup

  1. dissolutionwas dissolved
  2. customThe residue after the removal of the solvent under reduced pressure
  3. customwas crystallized from diethyl ether, whereby 1.25 g of a mixture of (E)-1-(2-chloro-α-methoxycarbonylbenzyl)-3-ethoxycrbonylmethylidene-4-mercaptopiperidine hydrochloride

Sources & evidence

ORD record
ord-250f6f24d07e486fb2dc61bee20a22a5
Source dataset
uspto-grants-2003_08
Patent number
US06610708B1

Reaction notes

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