3-Phenylfuran → 2,5-Dihydro-2,5-dimethoxy-3-phenylfuran

HRID 382132Notes

Reaction equation

HRID 382132 reaction equation
[C:1]1(C2C=CC=CC=2)[CH:6]=[CH:5][C:4]([C:7]2[CH:8]([O:14][CH3:15])[O:9][CH:10]([O:12][CH3:13])[CH:11]=2)=[CH:3][CH:2]=1.C1(C2C=COC=2)C=CC=CC=1>>[CH3:15][O:14][CH:8]1[C:7]([C:4]2[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=2)=[CH:11][CH:10]([O:12][CH3:13])[O:9]1

Participants

3

Reactant 2

HCID 5188023-PhenylfuranHCID 183803523-Biphenyl-4-yl-2,5-dihydro-2,5-dimethoxyfuran

Product 1

HCID 183803672,5-Dihydro-2,5-dimethoxy-3-phenylfuranYield 82%

Procedure

According to the procedure described in Example 1(a) for the preparation of 3-biphenyl-4-yl-2,5-dihydro-2,5-dimethoxyfuran, 3-phenylfuran (see Pridgen, L. N.; Jones, S. S. J. Org. Chem. 1982, 47, 1590-1592 and Yang, Y.; Wong, H. N. C. Tetrahedron 1994, 32, 9583-9608; 848 mg, 5.89 mmol) provided 1.00 g (82%) of 2,5-dihydro-2,5-dimethoxy-3-phenylfuran as a yellow oil, which was an approximately 80:20 mixture of diastereomers by 1H NMR and used without further purification.

Sources & evidence

ORD record
ord-6c95fa0a61fe4f2ea66187116e6a16c9
Source dataset
uspto-grants-2001_10
Patent number
US06306892B1

Reaction notes

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