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New Monoterpenoids from Hop Oil by Y. Naya; M. Kotake is a Chemistry article available to read on EtoBox.

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We previously reported the isolation and the characterization of new constituents from Japanese hop "Shinshu-wase" (l)(2). The present paper deals with the investigation of new monoterpene ethers and ketone from the ssme source, namely hop ether (I), karahana ether (V) and karahanaenone (IX). By silica gel column chromatography of the fraction, boiling at 50-53O/15 mm Hg, hop ether and karahana ether were eluted successively. Hop ether (I), CloH160, has following physical properties. vmax 3070, 1650, 880 cm-l (terminal methylene), 1380, 1361 cm-' (gem-dimethyl), 1145, 1125, 1050 cm -1 (cyclic ether). $::4 1.14 and 1.18 (each 3H, s., (CH3)2&0-), 1.50-1.80 (2H, m., -CH2-), 2.15-2.60 (35, m., -bH-and =b-CH2-), ca. 3.2 (lH, m., =&-&I-), 3.53 (IH, d.d., J=8.2, 4.5 cps) and 4.00 (lH, d.d., J=8.2, 8.2 cps) (-CH,-0-), 4.72 and 4.85 (each lH, slightly split signals, =CH2). m/e 152 (M+), 122 (M-3C), 107 (M-30-15), 94 (M-58), 79 (base peak). Hydrogenation of I in ethanol with platinum oxide yielded the dihydro hop ether, C10H180 (II). In the NMR spectrum of II, in addition to gem-dimethyl signals at 1.10 and 1.12 ppn, a doublet (J=6.7 cps) was observed at 0.97 ppm instead of the terminal meth

Who reads New Monoterpenoids from Hop Oil?

Author

Y. Naya; M. Kotake

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1968

Language

EN

Field

Chemistry (Physical Sciences)