1,2,4-Trimethylbenzene → HCID 13887927, compound

HRID 1482751Notes

Reaction equation

HRID 1482751 reaction equation
[CH:1](=[C:3]1[C:8](=[O:9])[C:7]([CH3:11])([CH3:10])[CH2:6][CH2:5][CH2:4]1)[CH3:2].C1(C(=CC(=CC=1)C)C)C>[Pd]>[CH2:1]([C:3]1[C:8](=[O:9])[C:7]([CH3:11])([CH3:10])[CH2:6][CH2:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 72471,2,4-TrimethylbenzeneHCID 85092495HCID 85092495, compound

Product 1

HCID 13887927HCID 13887927, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
170 °C

Procedure

5% Palladium on carbon (11 g), 6-ethylidene-2,2-dimethylcyclohexan-1-one (415 g) and pseudocumene (390 g) were charged in a reactor. The reactor was purged with N2 gas. The reaction mixture was heated to 170° C. and acid formic (3 g) was added over 15 h. The reactor was cool down. The reaction mixture was filtrated and distilled under reduced pressure afforded 2-ethyl-6,6-dimethylcyclohex-2-en-1-one (394 g, 93% yield).

Workup

  1. customThe reactor was purged with N2 gas
  2. additionacid formic (3 g) was added over 15 h
  3. temperatureThe reactor was cool down
  4. filtrationThe reaction mixture was filtrated
  5. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-e78f45d3e88f4ae7812208cda7c8a076
Source dataset
uspto-grants-2016_08
Patent number
US09416082B2

Reaction notes

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