2H-1,5-Benzodioxepin-3(4H)-one, 7-(3-methylbutyl)- → HCID 10879467, compound

HRID 1767447Notes

Reaction equation

HRID 1767447 reaction equation
[CH2:1]([C:7]1[CH:18]=[CH:17][C:10]2[O:11][CH2:12][C:13](=[O:16])[CH2:14][O:15][C:9]=2[CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5]C.[CH2:19](C1C=CC2OCC(=O)COC=2C=1)C=C.CC(C)CCC1C=CC2OCC(=O)COC=2C=1>>[CH3:19][CH:4]([CH3:5])[CH2:3][CH2:2][CH2:1][C:7]1[CH:18]=[CH:17][C:10]2[O:11][CH2:12][C:13](=[O:16])[CH2:14][O:15][C:9]=2[CH:8]=1

Participants

4

Reactant 3

HCID 110643492H-1,5-Benzodioxepin-3(4H)-one, 7-(3-methylbutyl)-HCID 11138191HCID 11138191, compoundHCID 11746992HCID 11746992, compound

Product 1

HCID 10879467HCID 10879467, compound

Procedure

Odor: Marine, floral-aldehyde odor. -IR (film): ν=1502/1418/1466/1580 cm−1 (ν C═C, Ar), 1265/1304/1201 cm−1 (ν ring), 1050 cm−1 (ν C—O—C), 1741 cm−1 (ν C═O). -1H-NMR (CDCl3): δ=0.88 (2d, J=6.4 Hz, 6H, 4′-Me2), 1.18-1.24 (m, 2H, 3′-H2), 1.53-1.61 (m, 4H, 2′-H2, 4′-H), 2.50 (t, J=7.8 Hz, 2H, 1′-H2), 4.69 (d, J=8.0 Hz, 4H, 2-,4-H2), 6.78 (dd, J=8.0, 4.0 Hz, 1H, 8-H), 6.82 (d, J=4.0 Hz, 1H, 6-H), 6.90 (d, J=8.0 Hz, 1H, 9-H). -13C-NMR (CDCl3): δ=22.44 (2q, 4′-Me2), 27.74 (d, C-4′), 29.07 (t, C-2′), 35.14 (t, C-1′), 38.39 (t, C-3′), 75.35/75.63 . (2t, C-2,-4), 120.30/120.48 (2d, C-6,-9), 123.50 (d, C-8), 138.86 (s, C-7), 146.03/147.83 (2s, C-5a,-9a), 204.76 (s, C-3). -MS (EI): m/z (%)=77 (13) [C6H5+], 91 (8) [C7H7+], 135 (7) [M+-C5H11—C2H2O], 149 (16) [M+-C5H11—CO], 177 (100) [M+-C5H11], 191 (1) [M+-C4H9], 205 (3) [M+-C3H7], 248 (38) [M+].

Sources & evidence

ORD record
ord-4b0d80b7a8c846df83a64a06816615b6
Source dataset
uspto-grants-2007_06
Patent number
US07235519B2

Reaction notes

Loading…