Hydrochloric Acid → HCID 22918670, compound

HRID 1900509Notes

Reaction equation

HRID 1900509 reaction equation
[C:1]([O:4][C:5]1[C:10]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][C:8]([O:15]C2CCCCO2)=[C:7]([CH3:22])[C:6]=1[C:23]([CH3:26])([CH3:25])[CH3:24])(=[O:3])[CH3:2].Cl.O>O1CCCC1>[C:1]([O:4][C:5]1[C:10]([C:11]([CH3:12])([CH3:13])[CH3:14])=[CH:9][C:8]([OH:15])=[C:7]([CH3:22])[C:6]=1[C:23]([CH3:26])([CH3:25])[CH3:24])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22918665HCID 22918665, compound

Product 1

HCID 22918670HCID 22918670, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Acetoxy-2,6-di-tert-butyl-3-methyl-4-tetrahydropyranyloxybenzene (4.09 g) was dissolved in tetrahydrofuran (20 ml). After adding 10% HCl (3 ml), the mixture was stirred at room temperature for 3 h. The reaction mixture was poured into water and subjected to extraction with diethyl ether. The extract was washed with 5% aqueous sodium hydrogen carbonate and saturated brine, then dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was recrystallized from n-hexane to afford 4-acetoxy-3,5-di-tert-butyl-2-methylphenol (3.1 g) as a colorless needle.

Workup

  1. extractionsubjected to extraction with diethyl ether
  2. washThe extract was washed with 5% aqueous sodium hydrogen carbonate and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was recrystallized from n-hexane

Sources & evidence

ORD record
ord-55c45b7721a2487b9e9c805791a73afa
Source dataset
uspto-grants-1996_11
Patent number
US05574178

Reaction notes

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