Water → Cyclohexanemethanol

HRID 1074654Notes

Reaction equation

HRID 1074654 reaction equation
[OH:1][CH2:2][C:3]1([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[CH:4]=[O:5].O.CO.O>CO>[CH2:2]([OH:1])[CH:3]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[OH:5][CH2:4][C:3]1([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[CH:2]=[O:1].[OH:1][CH2:2][C:3]1([CH2:4][OH:5])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

7

Reactant 3

HCID 962WaterHCID 131063971-(Hydroxymethyl)-cyclohexanecarboxaldehyde2×HCID 22242641Methanol--water (1/1)

Product 3

HCID 7507CyclohexanemethanolHCID 250594CyclohexanedimethanolHCID 131063971-(Hydroxymethyl)-cyclohexanecarboxaldehyde

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using the method described in Example 1(b), 1.4 parts per hour of a 60 percent strength by weight solution of 1-hydroxymethyl-hexahydro-benzaldehyde in a 1:1 water-methanol mixture are hydrogenated, over the catalyst prepared as described in Example 1(a), at 130° C. and 30 bar, with a throughput of 0.42 part of 1-hydroxymethyl-hexahydrobenzaldehyde per liter of catalyst per hour. The conversion is 99 percent. The hydrogenated material is fractionated through a packed column. After first runnings of water, methanol and small amounts of hexahydrobenzyl alcohol and 1-hydroxymethyl-hexahydrobenzaldehyde, 1,1-di-hydroxymethylcyclohexane, of boiling point 120°-122° C./3 mbar (melting point 90°-92° C.), is obtained in an amount corresponding to 0.8314 part per hour. This is equivalent to a yield of 97.6% of theory, based on starting material.

Workup

  1. customprepared
  2. customas described in Example 1(a), at 130° C.

Sources & evidence

ORD record
ord-24cbc4edd5a0445ebacedb27de85b7f9
Source dataset
uspto-grants-1983_07
Patent number
US04393251

Reaction notes

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