Acetic Acid → HCID 135971683, compound

HRID 1767215Notes

Reaction equation

HRID 1767215 reaction equation
[H-].[Na+].[CH2:3]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[CH2:18][CH2:17][CH2:16][C:15]=2[C:19]2[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:20]=2[O:26]C(=O)C)[N:9]=1)=[O:7])[CH3:4].C(O)(=O)C>C(O)C.O.C(OCC)C>[CH2:3]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[CH2:18][CH2:17][CH2:16][C:15]=2[C:19]2[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:20]=2[OH:26])[N:9]=1)=[O:7])[CH3:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 58887618HCID 58887618, compound

Product 1

HCID 135971683HCID 135971683, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 21584184Diethylether waterSolvent

Procedure

60% Sodium hydride (2 mg) was added to a solution of 6-[2-(5-methyl-2-acetoxyphenyl)cyclopent-1-enyl]pyridine-2-carboxylic acid ethyl ester in ethanol (5 ml) and left overnight at room temperature then diluted with water/diethyl ether and acidified with acetic acid. The organic phase was washed with saturated sodium bicarbonate solution, dried (magnesium sulphate) and evaporated to give the title compound as a pale yellow gum (271 mg, 99%). LC/MS: Rt 3.3 [MH+] 324.4

Workup

  1. washThe organic phase was washed with saturated sodium bicarbonate solution
  2. dry with materialdried (magnesium sulphate)
  3. customevaporated

Sources & evidence

ORD record
ord-45564a27093c45ae95ba2d03e54a1ba5
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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