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

HRID 1493062Notes

Reaction equation

HRID 1493062 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-d70d560303344e7a9bfcd7f6b33b2ae6
Source dataset
uspto-grants-1994_12
Patent number
US05376681

Reaction notes

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