Ethanol → Ethyl 2-(3-isopentyl-4-oxo-2-phenylthiazolidin-5-yl)acetate

HRID 1695902Notes

Reaction equation

HRID 1695902 reaction equation
[CH2:1]([N:6]1[C:10](=[O:11])[CH:9]([CH2:12][C:13]([OH:15])=[O:14])[S:8][CH:7]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:2][CH:3]([CH3:5])[CH3:4].[CH3:22][CH2:23]O>OS(O)(=O)=O>[CH2:1]([N:6]1[C:10](=[O:11])[CH:9]([CH2:12][C:13]([O:15][CH2:22][CH3:23])=[O:14])[S:8][CH:7]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 702EthanolHCID 59555275HCID 59555275, compound

Product 1

HCID 59554901Ethyl 2-(3-isopentyl-4-oxo-2-phenylthiazolidin-5-yl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 2-(3-Isopentyl-4-oxo-2-phenylthiazolidin-5-yl)acetic acid (2.2 g, 7.2 mmol) in EtOH (20 ml) and H2SO4 (1 ml) was refluxed for 16 hours. The solution was evaporated to dryness and the residue was taken up in EtOAc and washed with sat. aq. Na2CO3 (3×), brine and evaporated to give the desired product as an oil.

Workup

  1. customThe solution was evaporated to dryness
  2. washwashed with sat. aq. Na2CO3 (3×), brine
  3. customevaporated

Sources & evidence

ORD record
ord-7179c1b05ea14fd5b4db171f2390f046
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Reaction notes

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