1-(2-Methoxy-3,4,6-trimethylphenyl)-1-phenyl-2-methylpropanol → 2,2,4,6,7-Pentamethyl-3-phenyl-2,3-dihydrobenzofuran

HRID 2260689Notes

Reaction equation

HRID 2260689 reaction equation
C[O:2][C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[CH:6]=[C:5]([CH3:11])[C:4]=1[C:12](C1C=CC=CC=1)(O)[CH:13]([CH3:15])[CH3:14]>Br>[CH3:15][C:13]1([CH3:14])[CH:12]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[C:4]2[C:5]([CH3:11])=[CH:6][C:7]([CH3:10])=[C:8]([CH3:9])[C:3]=2[O:2]1

Participants

3

Reactant 1

HCID 105421111-(2-Methoxy-3,4,6-trimethylphenyl)-1-phenyl-2-methylpropanol

Product 1

HCID 108017332,2,4,6,7-Pentamethyl-3-phenyl-2,3-dihydrobenzofuranYield 175.4%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

1-(2-Methoxy-3,4,6-trimethylphenyl)-l-phenyl-2-methylpropanol (3.1 g, 10.4 mmol) was suspended in 48% hydrobromic acid (20 ml). The suspension was heated under reflux for 18 hours. The product was extracted with isopropyl ether, washed with water, dried and then concentrated. The residue was crystallized from ethanol to obtain the desired compound (2.43 g, yield: 87.8%), m.p. 86°-87 C.

Workup

  1. temperatureThe suspension was heated
  2. temperatureunder reflux for 18 hours
  3. extractionThe product was extracted with isopropyl ether
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-3e825f4862854ba1b06a251030a0cf6d
Source dataset
uspto-grants-1995_12
Patent number
US05478844

Reaction notes

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