Acetic Acid → HCID 527056, compound

HRID 1076795Notes

Reaction equation

HRID 1076795 reaction equation
[CH3:1][C:2]1[CH:3]([C:10](=[O:14])[CH:11]=[CH:12][CH3:13])[C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][CH:7]=1.C(O)(=[O:17])C>C(OC(=O)C)(=O)C>[CH3:1][C:2]1[CH:3]([C:10](=[O:14])[CH:11]=[CH:12][CH3:13])[C:4]([CH3:8])([CH3:9])[CH2:5][C:6](=[O:17])[CH:7]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 620021-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-butenone

Product 1

HCID 527056HCID 527056, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent2×

Procedure

10 ml of acetic anhydride were first added to a solution kept at 10° of 3.5 g of Na2Cr2O7 .2H2O in 10 ml of acetic acid and the obtained mixture was stirred for one hour. A solution of 2.1 g of 2,6,6-trimethyl-1-(but-2-enoyl)-cyclohex-2-ene [prepared according to the method described in Helv. Chim. Acta 53, 541 (1970)], in 10 ml of acetic anhydride was then added to the above mixture. After having been stirred overnight at room temperature, the reaction mixture was then poured onto crushed ice and extracted with ether. After the usual treatments of washing, drying and evaporation, there was obtained 2.0 g of crude material containing 80 % of the desired keto compound.

Workup

  1. additionthe reaction mixture was then poured
  2. customonto crushed ice
  3. extractionextracted with ether
  4. washAfter the usual treatments of washing
  5. customdrying
  6. customevaporation

Sources & evidence

ORD record
ord-44fc53604a894482b08acc8e8afef30f
Source dataset
uspto-grants-1976_05
Patent number
US03957877

Reaction notes

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