Hydrochloric Acid → 2-(4-Ethylbenzyl)phenol

HRID 909810Notes

Reaction equation

HRID 909810 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH3:24])=[CH:19][CH:18]=1)O)C1C=CC=CC=1.Cl>[Pd].CO>[CH2:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[OH:8])=[CH:18][CH:19]=1)[CH3:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67069123α-(4-Ethylphenyl)-2-(phenylmethoxy)benzenemethanol

Product 1

HCID 116585572-(4-Ethylbenzyl)phenolYield 108.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Then a mixture of (2-benzyloxyphenyl)(4-ethylphenyl)methanol (78.5 g), 10% palladium activated carbon (5.2 g), concentrated hydrochloric acid (10.4 mL) and methanol (850 mL) was stirred under hydrogen atmosphere at room temperature for 24 hours. After filtering off the insolubles, the filtrate was evaporated under reduced pressure and then, the residue was distilled under reduced pressure to obtain the title compound (56.8 g) as a colorless oil.

Workup

  1. filtrationAfter filtering off the insolubles
  2. customthe filtrate was evaporated under reduced pressure
  3. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-40716aebeb5344dda2449656d5a06df7
Source dataset
uspto-grants-2011_09
Patent number
US08017792B2

Reaction notes

Loading…