Hydrochloric Acid → HCID 178429772, compound

HRID 1419814Notes

Reaction equation

HRID 1419814 reaction equation
[CH3:1][C:2]1([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[H][H]>CO.[Rh]>[CH3:1][C:2]1([C@@H:8]2[CH2:9][CH2:10][C@H:11]([OH:14])[CH2:12][CH2:13]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 130109754-(1-Methylcyclohexyl)phenolHCID 178418361HCID 178418361, compound

Product 1

HCID 178429772HCID 178429772, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

56.1 g (0.29 mol) of 4-(1-methylcyclohexyl)phenol (from 1-methylcyclohexene and phenol in accordance with Chem. Ber. 57 (1924) 857) in 200 ml of methanol to which 1 ml of concentrated hydrochloric acid had been added were hydrogenated at 50° C. with 150 bar of hydrogen in the presence of 5 g of rhodium (5% on charcoal). After removal of the catalyst by filtration with suction, and concentration, 56.1 g (98.5% of theory) remained of an almost pure cis alcohol as a colorless solid.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. concentrationwith suction, and concentration, 56.1 g (98.5% of theory)

Sources & evidence

ORD record
ord-41926dadd8f34fad923e195389379f30
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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