Vanillyl ethyl ether

Vanillyl ethyl ether has a phenolic, smoky odor and a strong, pungent taste.

pale amber to yellow liquid with a phenolic, smoky odour

4-(Ethoxymethyl)-2-methoxyphenol is a member of phenols and a member of methoxybenzenes.

3.04 g (20.0 mmol) of vanillin, 5.93 g (40.0 mmol) of ethyl orthoformate, 15.0 mg of p-toluenesulfonic acidmonohydrate, and 15.0 mg of 5percent palladium carbon were added into a 100 ml autoclave (using an inner tube). After theinside of the system was substituted with nitrogen, substitution with hydrogen was performed and 3.0 MPa of a hydrogengas was enclosed. The temperature in the autoclave was controlled to 130°C and stirring was continued for 1 hour. Afterthe stirring, the reaction solution was cooled and then the hydrogen gas was purged. Thereafter, the palladium catalystwas removed by filtration operation and ethyl orthoformate was collected under reduced pressure to thereby obtain 3.60g (value at internal standard quantitative determination: 97.4 wtpercent, yield: 96.2percent) of vanillyl ethyl ether.1H-NMR (CDCl3): σ = 1.37 (3H, t), 3.42 (1H, q), 3.86 (3H, s), 4.44 (2H, s), 5.92 (1H, s), 6.88 (3H, m)Add 1 kg of vanillin in the autoclave, 6. 6 liters of ethanol (vanillin concentration of lmol / L), 0.3 kg of catalyst B and 0.15 kg of catalyst F, and charged with 1. 5 MPa of hydrogen, heated to 30 ° C reaction 24h, the detection of vanillin reaction is complete, stop heating, after the reactor cooling filter catalyst, the catalyst directly after drying. The filtrate was subjected to rotary evaporation to remove excess ethanol, To give vanillin ether 1. 36 kg, yield 98percent, purity> 98percent.

Molecular Weight:182.22
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:182.094294304
Monoisotopic Mass:182.094294304
Topological Polar Surface Area:38.7
Heavy Atom Count:13
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes