Hydrochloric Acid → 2,6-Di-tert-butyl-4-(chloromethyl)phenol

HRID 444107

Reaction equation

HRID 444107 reaction equation
[OH:1][C:2]1[C:9]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:8][C:5]([CH2:6]O)=[CH:4][C:3]=1[C:14]([CH3:17])([CH3:16])[CH3:15].[ClH:18]>CCCCCC>[OH:1][C:2]1[C:9]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:8][C:5]([CH2:6][Cl:18])=[CH:4][C:3]=1[C:14]([CH3:17])([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 6929Butylated hydroxymethylphenol

Product 1

HCID 123786012,6-Di-tert-butyl-4-(chloromethyl)phenol

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

176 grams of 4-hydroxy-3,5-di-tert-butyl-benzyl alcohol was slurried in 350 ml of hexane. 240 cc of concentrated HCl was added to the slurry and stirred overnight. The two phases were allowed to separate and the hexane phase washed twice with water. The dried hexane was then extracted with magnesium sulfate and filtered. Rotofilm evaporation yielded 168 grams of product--a pungent yellow liquid.

Workup

  1. customto separate
  2. washthe hexane phase washed twice with water
  3. extractionThe dried hexane was then extracted with magnesium sulfate
  4. filtrationfiltered
  5. customRotofilm evaporation

Sources & evidence

ORD record
ord-0c6429c18bae40c796f71c081f89e807
Source dataset
uspto-grants-1981_04
Patent number
US04263154

Linked notes

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