Furan, 2,2'-[oxybis(methylene)]bis- → 2-{[(Furan-2-yl)methoxy]methyl}-5-methylfuran

HRID 1390235Notes

Reaction equation

HRID 1390235 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>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]=1

Participants

4

Reactant 2

HCID 263034Furan, 2,2'-[oxybis(methylene)]bis-HCID 122459262-(Bromomethyl)-5-methylfuran

Product 1

HCID 205603562-{[(Furan-2-yl)methoxy]methyl}-5-methylfuran

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

d. 5-Methyl-furfuryl furfuryl ether was prepared by the procedure described in 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-e9150b1588064ec8bbbf5b11ffe02f20
Source dataset
uspto-grants-1979_02
Patent number
US04138410

Reaction notes

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