HCID 69749406, compound → HCID 86584273, compound

HRID 1634197Notes

Reaction equation

HRID 1634197 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]([C:19]([OH:21])=[O:20])=[CH2:18])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]([OH:25])(=[S:24])[CH3:23]>>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][CH:14]([CH:17]([C:19]([OH:21])=[O:20])[CH2:18][S:24][C:22](=[O:25])[CH3:23])[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 69749406HCID 69749406, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 86584273HCID 86584273, compoundYield 95%

Procedure

4-(1-Carboxy-vinyl)-piperidine-1-carboxylic acid benzyl ester (15.6 g) was dissolved in thioacetic acid (15 ml) and heated to reflux for 3 h. The thioacetic acid was evaporated under reduced pressure and azeotroped with 1:1 hexane-dichloromethane (4×30 ml) to give the title compound (20.32 g, 95%) as an orange oil.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 h
  3. customThe thioacetic acid was evaporated under reduced pressure
  4. customazeotroped with 1:1 hexane-dichloromethane (4×30 ml)

Sources & evidence

ORD record
ord-8e1e759cc22c4960805a1e4fa0dec459
Source dataset
uspto-grants-2003_01
Patent number
US06506773B2

Reaction notes

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