HCID 10987736, compound → HCID 10944790, compound

HRID 1767446Notes

Reaction equation

HRID 1767446 reaction equation
C[CH:2]([CH2:17][CH3:18])[CH2:3][CH2:4][C:5]1[CH:16]=[CH:15][C:8]2[O:9][CH2:10][C:11](=[O:14])[CH2:12][O:13][C:7]=2[CH:6]=1.[CH2:19](C1C=CC2OCC(=O)COC=2C=1)CCCC.CC(CC)CC1C=CC2OCC(=O)COC=2C=1.CC(C)CCC1C=CC2OCC(=O)COC=2C=1.CC1C2C=C3OCC(=O)COC3=CC=2CC1>>[CH3:19][CH:3]([CH2:2][CH2:17][CH3:18])[CH2:4][C:5]1[CH:16]=[CH:15][C:8]2[O:9][CH2:10][C:11](=[O:14])[CH2:12][O:13][C:7]=2[CH:6]=1

Participants

6

Reactant 5

HCID 10987736HCID 10987736, compoundHCID 10998939HCID 10998939, compoundHCID 110643492H-1,5-Benzodioxepin-3(4H)-one, 7-(3-methylbutyl)-HCID 11107697HCID 11107697, compoundHCID 11806590HCID 11806590, compound

Product 1

HCID 10944790HCID 10944790, compound

Procedure

Odor: Marine, floral-aldehyde odor. -IR (film): ν=1501/1434/1460/1580 cm−1 (ν C═C, Ar), 1265/1303/1201 cm−1 (ν ring), 1049 cm−(ν C—O—C), 1740 cm−1 (ν C═O), -1H-NMR (CDCl3): δ=0.83 (d, 3H, 2′-Me), 0.88 (t, J=7.0 Hz, 3H, 5′-H3), 1.11-1.40 (m, 4H, 3′-,4′-H2), 1.68 (mc1 1H, 2′-H), 2.26 (dd, J=13.6, 8.4 Hz, 1H, 1′-Hb), 2.54 (dd, J=13.6, 6.0 Hz, 1H, 1′-Ha), 4.69 (d, J=8.4 Hz, 4H, 2-,4-H2) 6.73 (dd, J=8.0, 2.0 Hz, 1H, 8-H), 6.78 (d, J=2.0 Hz, 1H, 6-H), 6.89 (d, J=8.0 Hz, 1H, 9-H). -13 C-NMR (CDCl3): δ=14.15 (q, C-5′), 19.17 (q, 2′-Me), 20.02 (t, C-4′), 34.50 (d, C-2′), 38.77 (t, C-3′), 42.61 (t, C-1′), 75.36.75.63 (2t, C-2, -4), 120.30/121.04 (2d, C-6,-9), 124.28 (d, C-8), 137.61 (s, C-7), 146.05/147.70 (2s, C-5a,-9a), 204.77 (s, C-3). -MS (EI): m/z (%)=77 (9) [C6H5+], 91 (6) [C7H7+], 135 (5) [M+-C5H11—C2H2O], 149 (3) [M+-C5H11—CO], 177 (100) [M+-C5H11], 205 (2) [M+-C3H7], 248 (21) [M+].

Sources & evidence

ORD record
ord-97c349a1cf254602b61159a01bb7f873
Source dataset
uspto-grants-2007_06
Patent number
US07235519B2

Reaction notes

Loading…