2-(4-Methylphenoxy)ethanol → HCID 14473322, compound

HRID 2164377Notes

Reaction equation

HRID 2164377 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:4][CH:3]=1>CO>[CH3:1][CH:2]1[CH2:3][CH2:4][CH:5]([O:6][CH2:7][CH2:8][OH:9])[CH2:10][CH2:11]1

Participants

3

Reactant 1

HCID 848042-(4-Methylphenoxy)ethanol

Product 1

HCID 14473322HCID 14473322, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 Grams (0.13 moles) of 2-(4-methylphenoxy)ethanol (prepared above) and 100 ml of dry methanol are charged to a Parr shaker bottle. N2 is bubbled through for 15 minutes. 2 Grams of 5% rhodium on carbon are then added and the shaker bottle set in a Parr apparatus. The system is purged three times with H2 and then pressurized to 30 psi. Hydrogen is periodically added over a period of about 20 hours up to a maximum pressure of 30 psi. The catalyst is then filtered off over dicalite and methanol is removed by evaporation. The product is distilled utilizing a 4" glass column packed with glass beads to obtain 80.9% 2-(4-methylcyclohexoxy)ethanol product.

Workup

  1. customN2 is bubbled through for 15 minutes
  2. addition2 Grams of 5% rhodium on carbon are then added
  3. customThe system is purged three times with H2
  4. additionHydrogen is periodically added over a period of about 20 hours up to a maximum pressure of 30 psi
  5. filtrationThe catalyst is then filtered off over dicalite and methanol
  6. customis removed by evaporation
  7. distillationThe product is distilled

Sources & evidence

ORD record
ord-64b89a0aa3e040f1af7942021a0cafb7
Source dataset
uspto-grants-1985_03
Patent number
US04504412

Reaction notes

Loading…