Cyclohexanone → 1,1-Dimethoxycyclohexane

HRID 346091

Reaction equation

HRID 346091 reaction equation
[C:1]1(=O)[CH2:6][CH2:5]C[CH2:3][CH2:2]1.[CH3:8][O:9][CH:10](OC)[O:11][CH3:12].C[O-].[Na+]>OS(O)(=O)=O.CO>[CH3:8][O:9][C:10]1([O:11][CH3:12])[CH2:5][CH2:6][CH2:1][CH2:2][CH2:3]1

Participants

6

Reactant 3

HCID 7967CyclohexanoneHCID 9005Trimethyl orthoformateHCID 10942334Sodium Methoxide

Product 1

HCID 136161,1-Dimethoxycyclohexane

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 887MethanolSolvent2×

Procedure

A mixture of cyclohexanone (52 ml, 0.5 mol), trimethylorthoformate (66 ml, 0.6 mol), methanol (51 ml, 1.26 mol) and concentrated H2SO4 (1 drop) was refluxed for 18 hours. A solution sodium methoxide in methanol was added until the mi was neutral, and the mixture was fractionally distilled. 1,1-Dimethoxycyclohexane was obtained from the fraction b.p. 162°-164° C. (50.6 g, 70%).

Workup

  1. temperaturewas refluxed for 18 hours
  2. distillationthe mixture was fractionally distilled

Sources & evidence

ORD record
ord-8d809266f66b474db9ff18eb07c694bf
Source dataset
uspto-grants-1991_10
Patent number
US05061626

Linked notes

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