3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-yn-3-ol → HCID 71761674, compound

HRID 2176722Notes

Reaction equation

HRID 2176722 reaction equation
[CH3:1][C:2](O)([CH2:5][CH2:6][C:7]1[C:12]([CH3:14])([CH3:13])[CH2:11][CH2:10][CH2:9][C:8]=1[CH3:15])[C:3]#[CH:4]>ClCCCl>[CH3:15][C:8]1[CH2:9][CH2:10][CH2:11][C:12]([CH3:13])([CH3:14])[C:7]=1[CH2:6]/[CH:5]=[C:2](/[CH3:1])\[C:3]#[CH:4]

Participants

3

Conditions

Temperature
60 °C

Procedure

Under nitrogen atmosphere, 16.1 mg (0.03 mmol, 5 mol-%) of [(C5(CH3)5)RuCl(μ2-SMe)2Ru(C5(CH3)5)Cl] were dissolved in 7.5 ml of anhydrous 1,2-dichloroethane. To the dark red solution was added drop wise at room temperature a solution of 129 mg (0.5 mmol) of 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)pent-1-yn-3-ol (compound of formula (II)) in 5.0 ml of anhydrous 1,2-dichloroethane. After complete addition of the starting material, the solution was heated to 60° C. After 24 hours at 60° C. the brown solution was cooled to room temperature.

Workup

  1. additionAfter complete addition of the starting material
  2. temperatureAfter 24 hours at 60° C. the brown solution was cooled to room temperature

Sources & evidence

ORD record
ord-62ec237f1a7d49bcb4345d66d33c2954
Source dataset
uspto-grants-2015_06
Patent number
US09067877B2

Reaction notes

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