Piperidine → HCID 86621910, compound

HRID 1360177

Reaction equation

HRID 1360177 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][SH:3].N1CCCCC1.[C:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:17])/[CH:14]=[CH:15]/[CH3:16]>>[CH3:6][O:5][C:1](=[O:4])[CH2:2][S:3][CH:15]([CH3:16])[CH2:14][C:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 16907Methyl ThioglycolateHCID 5463127tert-Butyl Crotonate

Product 1

HCID 86621910HCID 86621910, compoundYield 92.1%

Procedure

A mixture of methyl thioglycolate (0.8 mL, 8.9 mmol), piperidine (0.12 mL, 1.2 mmol) and 2 g (14 mmol) of t-butyl crotonate was stirred at room temperature for 12 hours, followed by distillation under reduced pressure. The reaction solution was purified by column chromatography to give 2.05 g (8.2 mmol) of the title compound in a yield of 92%.

Workup

  1. distillationfollowed by distillation under reduced pressure
  2. customThe reaction solution was purified by column chromatography

Sources & evidence

ORD record
ord-66f0007729f14cceb8b6e35df9c0cca8
Source dataset
uspto-grants-2011_02
Patent number
US07879848B2

Linked notes

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