Furan, 2,2'-[oxybis(methylene)]bis- → 2-{[(Furan-2-yl)methoxy]methyl}-5-methylfuran
Reaction equation
[CH2:1]([O:7][CH2:8][C:9]1[O:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.[CH3:14]C1OC(CBr)=CC=1.C(Br)C1OC=CC=1>CCOCC>[CH2:8]([O:7][CH2:1][C:2]1[O:6][C:5]([CH3:14])=[CH:4][CH:3]=1)[C:9]1[O:13][CH:12]=[CH:11][CH:10]=1Participants
5
Procedure
d. 5-Methyl-furfuryl furfuryl ether is prepared by the procedure described by J. E. Zanetti in J.Am.Chem.Soc. 49, 1066 (1927) for the difurfuryl ether, starting with 5-methyl-furfuryl bromide (Compt, Rend. 222, 1441 (1946) instead of furfuryl bromide of Zanetti. The product was isolated by ether extraction of the crude mixture after having diluted with water. For purification the ether extract was distilled twice -- b.p. 68°-70°C. at 0.01 mm./Hg vacuum. The product was a viscous colourless liquid, darkening rapidly on contact with air.
Sources & evidence
- ORD record
- ord-d86a43e285094528879b7fe296798f3b
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03931166
Reaction notes
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