3-Biphenyl-4-yl-2,5-dimethoxytetrahydrofuran → 2,5-Dimethoxy-3-(4-(pyridin-4-yl)phenyl)tetrahydrofuran

HRID 382162Notes

Reaction equation

HRID 382162 reaction equation
C1(C2C=CC=CC=2)C=CC(C2CC(OC)OC2OC)=CC=1.[CH3:22][O:23][CH:24]1[C:28]([C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=3)=[CH:31][CH:30]=2)=[CH:27][CH:26]([O:41][CH3:42])[O:25]1>CO>[CH3:22][O:23][CH:24]1[CH:28]([C:29]2[CH:30]=[CH:31][C:32]([C:35]3[CH:36]=[CH:37][N:38]=[CH:39][CH:40]=3)=[CH:33][CH:34]=2)[CH2:27][CH:26]([O:41][CH3:42])[O:25]1

Participants

4

Reactant 2

HCID 183803263-Biphenyl-4-yl-2,5-dimethoxytetrahydrofuranHCID 183803782,5-Dihydro-2,5-dimethoxy-3-(4-(pyridin-4-yl)phenyl)furan

Product 1

HCID 183803222,5-Dimethoxy-3-(4-(pyridin-4-yl)phenyl)tetrahydrofuranYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to the procedure described in Example 1(a) for the preparation of 3-biphenyl-4-yl-2,5-dimethoxy-tetrahydrofuran, 2,5-dihydro-2,5-dimethoxy-3-(4-(pyridin-4-yl)phenyl)furan (300 mg, 1.06 mmol) was hydrogenated in MeOH after 6 hours to furnish 300 mg (100%) of 2,5-dimethoxy-3-(4-(pyridin-4-yl)phenyl)tetrahydrofuran as a yellow oil, which was a mixture of diastereomers by NMR, and which was used without further purification.

Sources & evidence

ORD record
ord-86eb42ed492b4f5fb331f5523539c9ee
Source dataset
uspto-grants-2001_10
Patent number
US06306892B1

Reaction notes

Loading…