HCID 12073915, compound → HCID 12073916, compound

HRID 2268109Notes

Reaction equation

HRID 2268109 reaction equation
[C:1]([C:5]1[C:6]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[C:7]([CH:15]([OH:17])[CH3:16])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C1(C)C=CC=CC=1.[O-2].[Mn+4].[O-2]>[C:1]([C:5]1[C:6]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[C:7]([C:15](=[O:17])[CH3:16])[CH:8]=[C:9]([C:11]([CH3:12])([CH3:13])[CH3:14])[CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 12073915HCID 12073915, compound

Product 1

HCID 12073916HCID 12073916, compoundYield 82.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
75 °C

Procedure

2.77 g (9 mmol) of 1-(3,5-di-tert.-butyl-2-butyloxyphenyl)ethanol was dissolved in 120 ml of toluene that had been treated with 14 g of manganese(IV)oxide. This was well stirred at 75° C. for 5 hr. This was cooled and filtered through celite. Solvent was removed to give 2.27 g of 1-(3,5-di-tert.-butyl-2-butyloxyphenyl)ethanone. 1H NMR (CDCl3) δ 7.38 (dd,4H,aromatics), 2.62 (s,3H, CH3C—), 3.72 (t, 2H, —OCH2—).

Workup

  1. temperatureThis was cooled
  2. filtrationfiltered through celite
  3. customSolvent was removed

Sources & evidence

ORD record
ord-e2e25330aca4497ca2a951c2e39dea2b
Source dataset
uspto-grants-2001_12
Patent number
US06326397B1

Reaction notes

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