Acetaldehyde → Acetaldehyde

HRID 1274507Notes

Reaction equation

HRID 1274507 reaction equation
[CH:1](=[O:3])[CH3:2].[O:4]=[O:5].[C:6]1(=[O:13])[O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>C1(=O)CCCCC1.C(OCC)(=O)C.[Co]>[C:6]1(=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1.[C:1]([O:4][OH:5])(=[O:3])[CH3:2].[CH:11](=[O:12])[CH3:10].[C:6]([OH:12])(=[O:13])[CH2:7][CH2:8][CH2:9][CH2:2][C:1]([OH:4])=[O:3]

Participants

10

Reactant 3

HCID 177Acetaldehyde2×HCID 977OxygenHCID 10401epsilon-CAPROLACTONE

Product 4

HCID 177AcetaldehydeHCID 196Adipic AcidHCID 6585Peracetic AcidHCID 7967Cyclohexanone

Reagents, catalysts & solvents 3

HCID 104730CobaltCatalystHCID 7967CyclohexanoneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

450 g of cyclohexanone, 1160 g of ethyl acetate used as a solvent and 0.08 g cobalt naphthanate containing 6% of Co as a catalyst were introduced in a batchwise type reactor of 2 liters. 360 g of acetaldehyde were then dropped therein for 5 hours and the reaction temperature was maintained at 40° C. 2.2 liter/hour of oxygen gas was introduced from the beginning of the acetaldehyde dropping until one hour after the end of the dropping. The composition of the solution obtained was ε-caprolactone: 10.4%, unreacted cyclohexanone: 11.7%, unreacted peracetic acid: 13.8%, unreacted acetaldehyde: 8.4%, by-produced adipic acid: 0.3%, caprolactone polymers: 0.50%, acetic acid: 21.16% and ethyl acetate which was the solvent: 55.0%.

Workup

  1. additionwere introduced in a batchwise type reactor of 2 liters
  2. customThe composition of the solution obtained

Sources & evidence

ORD record
ord-7c2621a2f5964a79ab5ca916847c2a89
Source dataset
uspto-grants-2000_12
Patent number
US06156910

Reaction notes

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