Benzyl Alcohol → Phenol

HRID 2049513Notes

Reaction equation

HRID 2049513 reaction equation
[Ni:1].C[OH:3].[CH2:4]([OH:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C1C=CC=CC=1>[C:5]1([OH:3])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Ni:1].[CH3:4][OH:11]

Participants

5

Reactant 2

HCID 244Benzyl AlcoholHCID 22477019Nickel monomethoxide2×

Product 2

HCID 996PhenolHCID 22477019Nickel monomethoxide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

[2,2'-thiobis-(4-t-octyl-phenolato)]-benzyl alcohol Nickel II, NiTBP.C6H5OH was prepared as follows: p [2,2'-thiobis-(4-t-octylphenolato)]-2-propanol nickel II prepared as described in Example 4 (83.9 g) was dissolved in benzene (250 ml) and benzyl alcohol (16.2 g) was then added. The resulting solution was heated and refluxed for 1 hr. The displaced 2-propanol and most of the benzene solvent was then removed by distillation and the remainder by rotary evaporation. The complex[2,2'-thiobis-(4-t-octylphenolato)]benzyl alcohol nickel II was thus obtained as a green solid which softened at 150° C., melted partially at 210° C. and was completely fused at 260° C.

Workup

  1. temperatureThe resulting solution was heated
  2. temperaturerefluxed for 1 hr
  3. customThe displaced 2-propanol and most of the benzene solvent was then removed by distillation
  4. customthe remainder by rotary evaporation

Sources & evidence

ORD record
ord-b58532c9e4624da39029dc8838fa7f8d
Source dataset
uspto-grants-1980_04
Patent number
US04198303

Reaction notes

Loading…