HCID 23338077, compound → Methyldamascone

HRID 903284Notes

Reaction equation

HRID 903284 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-d42460fcd42f471ebda87b433363fb55
Source dataset
uspto-grants-1980_10
Patent number
US04226892

Reaction notes

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