1-(2-Methoxy-3,4,6-trimethylphenyl)-1-phenyl-2-methylpropanol → Benzofuran, 2,3-dihydro-2,2,4,6,7-pentamethyl-3-phenyl-

HRID 964809Notes

Reaction equation

HRID 964809 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 10801733Benzofuran, 2,3-dihydro-2,2,4,6,7-pentamethyl-3-phenyl-Yield 175.4%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

1-(2-Methoxy-3,4,6-trimethylphenyl)-1-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-ee462dbe6eb545a493be1e427e9a326b
Source dataset
uspto-grants-1998_06
Patent number
US05770772

Reaction notes

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