Thionyl Chloride → HCID 20343950, compound

HRID 2049875Notes

Reaction equation

[C:1]([N:4]1[CH2:9][CH2:8][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[S:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:10](O)=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].S(Cl)([Cl:28])=O>>[C:1]([N:4]1[CH2:9][CH2:8][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[S:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:10]([Cl:28])=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 20343955HCID 20343955, compound

Product 1

HCID 20343950HCID 20343950, compound

Procedure

A suspension of 3.4 g of 1-acetyl-4-(2-phenylthiophenyl)piperidine-4-carboxylic acid, Example 15, in 5 ml of freshly distilled thionyl chloride is warmed on a steam bath for 5 minutes, effecting a clear solution. The excess thionyl chloride is removed at 50° C. under reduced pressure. The residue is recrystallized from a benzene-cyclohexane mixture to provide 1-acetyl-4-(2-phenylthiophenyl)piperidine-4-carbonyl chloride.

Workup

customThe excess thionyl chloride is removed at 50° C. under reduced pressure
customThe residue is recrystallized from a benzene-cyclohexane mixture

Sources & evidence

ORD record: ord-5361e751ee4c401b92919af8a60cf14a
Source dataset: uspto-grants-1980_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04198419

Reaction notes

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