Methyl iodide → 4-Methoxycyclohexanol (cis,trans)

HRID 980911Notes

Reaction equation

HRID 980911 reaction equation
[K].[CH:2]1([OH:9])[CH2:7][CH2:6][CH:5]([OH:8])[CH2:4][CH2:3]1.[OH-].[K+].[CH3:12]I>O>[CH3:12][O:8][CH:5]1[CH2:6][CH2:7][CH:2]([OH:9])[CH2:3][CH2:4]1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 111621,4-Cyclohexanediol2×HCID 14797Potassium HydroxideHCID 5462222Potassium

Product 1

HCID 1403324-Methoxycyclohexanol (cis,trans)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To mono-potassium salt of 1,4-cyclohexanediol which had been prepared from 17.5 g of 1,4-cyclohexanediol and 9.3 g of potassium hydroxide, 32 g of methyl iodide was added, and the resultant mixture was heated under reflux for 5 hours. After the reaction was completed, water was added and then the mixture was extracted with chloroform. The extract was subjected to distillation under reduced pressure to obtain 10.34 g of 4-methoxycyclohexanol. b15 : 100°-103° C.

Workup

  1. additionwas added
  2. temperatureunder reflux for 5 hours
  3. extractionthe mixture was extracted with chloroform
  4. distillationThe extract was subjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-e3cfd79968564f5a978046d4bcf50d44
Source dataset
uspto-grants-1987_01
Patent number
US04639521

Reaction notes

Loading…