2,6-Dimethylcyclohexanone → HCID 14420828, compound

HRID 1589585Notes

Reaction equation

HRID 1589585 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[C:3]1=[O:9].[CH3:10][Mg]Br>CCOCC>[CH3:10][C:3]1([OH:9])[CH:4]([CH3:8])[CH2:5][CH2:6][CH2:7][CH:2]1[CH3:1]

Participants

4

Reactant 2

HCID 177802,6-DimethylcyclohexanoneHCID 178418573HCID 178418573, compound

Product 1

HCID 14420828HCID 14420828, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
-78 °C

Procedure

A solution of 2,6-dimethylcyclohexanone (35 g, 0.277 mole) in ether (200 ml) was cooled to -78° C. and treated with a 2-fold excess of a solution of methyl magnesium bromide in ether (2.8M, 198 ml). After stirring at -78° C. for 3 hours the reaction mixture was warmed to 0° C. and quenched carefully with water and brine. The organic layer was separated, dried (MgSO4) and the ether evaporated under reduced pressure to give 1,2,6-trimethylcyclohexanol (32.2 g).

Workup

  1. temperaturewas warmed to 0° C.
  2. customquenched carefully with water and brine
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customthe ether evaporated under reduced pressure

Sources & evidence

ORD record
ord-443e0847b262422c944f39341fa2ecce
Source dataset
uspto-grants-1986_02
Patent number
US04571345

Reaction notes

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