HCID 23338077, compound → Methyldamascone

HRID 1448871Notes

Reaction equation

HRID 1448871 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1[CH:10]([OH:15])[CH:11]=[C:12]([CH3:14])[CH3:13]>O=[Mn]=O.CCCCC>[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:8])([CH3:9])[C:3]=1[C:10](=[O:15])[CH:11]=[C:12]([CH3:14])[CH3:13]

Participants

4

Reactant 1

HCID 23338077HCID 23338077, compound

Product 1

HCID 14759136MethyldamasconeYield 63%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8003PentaneSolvent

Procedure

2,6,6-Trimethyl-1-[1-hydroxy-3-methyl-2-butenyl]-1-cyclohexene, prepared according to Example 6, (1.0 g.) with activated MnO2 (10 g.) in 30 ml. of pentane was mixed at room temperature during 63 h. after filtration and distillation 630 mg. (63%) of the desired ketone, B.p. 67°/0.001 Torr, were obtained.

Workup

  1. filtrationafter filtration and distillation 630 mg

Sources & evidence

ORD record
ord-a948dd9f59514b2ebf9fef8bc9327c31
Source dataset
uspto-grants-1980_02
Patent number
US04187863

Reaction notes

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