Potassium Acetate → ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

HRID 908131Notes

Reaction equation

HRID 908131 reaction equation
[C:1]([C:4]([C:15]([O:17][CH2:18][CH3:19])=[O:16])([CH2:10][CH2:11][C:12]([OH:14])=O)[CH2:5][CH2:6]C(O)=O)(=[O:3])[CH3:2].C([O-])(=O)C.[K+]>C(OC(=O)C)(=O)C>[C:1]([C:4]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:5][CH2:6][C:12](=[O:14])[CH2:11][CH2:10]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 27760544-ACETYL-4-(ETHOXYCARBONYL)HEPTANEDIOIC ACID

Product 1

HCID 12522245ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
145 °C

Procedure

To a stirred suspension of Step 2 product (1 eq) in acetic anhydride (2.5 v/w) under nitrogen was added potassium acetate (0.02 eq). The reaction mixture was heated to, and stirred at the reflux temperature (145° C.) for 2 hours. The resultant solution was concentrated in vacuo, and purged with toluene to afford a brown oil.

Workup

  1. temperatureThe reaction mixture was heated to, and
  2. concentrationThe resultant solution was concentrated in vacuo
  3. custompurged with toluene
  4. customto afford a brown oil

Sources & evidence

ORD record
ord-612126b3886f43009bfa0eab5f35f5a7
Source dataset
uspto-grants-2011_09
Patent number
US08017603B2

Reaction notes

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