Ethanol → Ethyl 4-(2-methylphenyl)-3-oxobutanoate

HRID 1764308Notes

Reaction equation

HRID 1764308 reaction equation
C([CH:4]([C:10](=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)C.C(O)C.[O-]CC.[Na+]>O>[CH3:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][C:10](=[O:19])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

5

Reactant 3

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 21325237Ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate

Product 1

HCID 21325235Ethyl 4-(2-methylphenyl)-3-oxobutanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Following the method of Hunsdiecker [Berichte, 75, 454 (1942)], 26 parts of ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate was stirred for 10 hours at room temperature with 100 parts ethanol and 6.8 parts of sodium ethoxide. The mixture was diluted with water and extracted with ether. The solvent was then evaporated to give ethyl 4-(2-methylphenyl)-3-oxobutanoate.

Workup

  1. extractionextracted with ether
  2. customThe solvent was then evaporated

Sources & evidence

ORD record
ord-2184fda859cb418cb700a7bb1f1c3f94
Source dataset
uspto-grants-1978_09
Patent number
US04115584

Reaction notes

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