12-Methyl-9-oxa-14-tetradecanolide → 13-Methyl-10-oxa-15-pentadecanolide
반응식
[CH3:1][CH:2]1[CH2:16][CH2:15][O:14][C:12](=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[CH3:17][CH:18]1CCOC(=O)CCCCCCCOCC1>>[CH3:1][CH:2]1[CH2:16][CH2:15][O:14][C:12](=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:18][CH2:17][O:5][CH2:4][CH2:3]1참가 물질
3
실험 절차
Odor: Musk, animalic, warm-powdery, flowery, slightly after saffron.--IR (film): n=1734 cm-1 (νC=O), 1118/1151 cm-1 (νasO--C--C), 1250 cm-1 (νasC--C(=O)--O), 1357 cm-1 (δCH3), 1061 cm-1 (νasC--O--C).--1H-NMR (CDCl3): δ=0.91 (d, J=6.4 Hz, 3H, 13-Me), 1.31-1.66 (m, 15H, 3-H2 -8-H2, 12-H2, 14-Hb), 1.83 (ddt, J=19.1, 9.6 and 5.0 Hz, 1H, 14-Ha), 1.93 (mc, 1H, 13-H), 2.33 (dd, J=6.9 and 6.2 Hz, 2H, 2-H2), 3.34-3.52 (m, 4H, 9-,11-H2), 4.14 (ddd, J=11.0, 5.5 and 5.0 Hz, 1H, 15-Hb), 4.21 (ddd, J=11.0, 10.0 and 4.0 Hz, 1H, 15-Ha).--13C-NMR (CDCl3): δ=18.22 (q, 13-Me), 24.67/25.26 (t, C-3,-7), 25.53 (d, C-13), 27.21/27.40/27.52 (t, C-4,-5,-6), 28.68 (t, C-8), 34.67 (t, C-2), 35.49 (t, C-14), 37.01 (t, C-12), 61.74 (t, C-15), 67.67/70.16 (t, C-9,-11), 173.93 (s, C-1).--MS (El): m/z (%)=55 (100) [C4H7⊕ ], 83 (64) [C6H11⊕ ], 99 (30) [C6H11O⊕ ], 138 (25) [M⊕ --C6H14O2 ], 155 (23) [M⊕ --C6H13O], 213 (2) [M⊕--C2H3O], 227 (2) [M⊕ --CHO], 256 (1) [M⊕ ].--C15H28O3 (256,39): calculated C 70.27, H 11.01; found C 70.26, H 11.09.