5-(tert-Butyl)-2-(hydroxymethyl)phenol → 5-tert-Butyl-o-cresol

HRID 2377429Notes

Reaction equation

HRID 2377429 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:12]O)=[C:9]([OH:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH3:12])=[C:9]([OH:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 196902415-(tert-Butyl)-2-(hydroxymethyl)phenol2×

Product 1

HCID 798455-tert-Butyl-o-cresolYield 97.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 5-tert-butyl-2-hydroxymethyl-phenol (Intermediate 106, 0.215 g, 1.19 mmol) in ethyl acetate was treated with 5% palladium on carbon (0.04 g) and the resulting reaction mixture was stirred under an atmosphere of hydrogen at ambient temperature for 2.5 h. The reaction mixture was then filtered over a bed of celite and the filtrate was evaporated in vacuo to afford the title compound as a white solid (0.19 g, 97%).

Workup

  1. customthe resulting reaction mixture
  2. filtrationThe reaction mixture was then filtered over a bed of celite
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-3630f61aec7046bea00bf7443fe68bd2
Source dataset
uspto-grants-2008_12
Patent number
US07468391B2

Reaction notes

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