3-Methyl-5-(2,6,6-trimethylcyclohex-2-en-1-yl)-1,2-oxazole → HCID 68134272, compound

HRID 917932Notes

Reaction equation

HRID 917932 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH:7]2[C:12]([CH3:14])([CH3:13])[CH2:11][CH2:10][CH:9]=[C:8]2[CH3:15])[O:4][N:3]=1.[H][H]>C(O)C.[Pt]=O>[CH3:15][C:8]1[CH:7]([C:5](=[O:4])[CH:6]=[C:2]([NH2:3])[CH3:1])[C:12]([CH3:13])([CH3:14])[CH2:11][CH2:10][CH:9]=1

Participants

5

Reactant 2

HCID 30160563-Methyl-5-(2,6,6-trimethylcyclohex-2-en-1-yl)-1,2-oxazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 68134272HCID 68134272, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent2×

Procedure

4.10 g (0.020 mole) of 3-methyl-5-[2,6,6-trimethylcyclohex-2-en-1-yl]-isoxazole were dissolved in 5 ml of anhydrous ethanol and the solution was added to 0.173 g of a mixture of 83.6 % of platinum oxide in 30 ml of ethanol, the said mixture having previously been subjected to a hydrogenation. The solution was then subjected to a hydrogenation at room temperature and at atmospheric pressure and, after absorption of one equivalent of hydrogen, filtered through a "Celite" carrier. After having been concentrated under reduced pressure the residual solution was subjected to chromatography on a magnesium silicate column by elution with a mixture of chloroform/hexane (25/75) to yield 3.73 g (yield: 90 %) of 2,6,6-trimethyl-1-[3-amino-but- 2-en-1-oyl]-cyclohex-2-ene.

Workup

  1. customwas then subjected to a hydrogenation at room temperature and at atmospheric pressure
  2. filtrationfiltered through a "Celite" carrier
  3. concentrationAfter having been concentrated under reduced pressure the residual solution
  4. washwas subjected to chromatography on a magnesium silicate column by elution with a mixture of chloroform/hexane (25/75)

Sources & evidence

ORD record
ord-0564df93690547448977505d58f949b1
Source dataset
uspto-grants-1976_07
Patent number
US03968161

Reaction notes

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