9-Decen-1-ol → Dec-9-en-1-yl oct-7-enoate

HRID 62560

Reaktionsgleichung

Reaktionsgleichung von HRID 62560
[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[CH2:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20]>>[C:1]([O:10][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=[CH2:11])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8]

Komponenten

3

Edukt 2

HCID 256129-Decen-1-olHCID 5439777-Octenoic acid

Produkt 1

HCID 71526901Dec-9-en-1-yl oct-7-enoate

Versuchsvorschrift

Following the aforementioned procedure, diene was prepared from oct-7-enoic acid and dec-9-en-1-ol. The resulting yellow oil was purified by silica gel chromatography (50:1 hexanes: diethyl ether) to afford the desired product as a colorless oil. IR (neat): 3077 (m), 2926 (s), 2855 (s), 1736 (s), 1641 (m), 1462 (m), 1417 (m), 1351 (m), 1255 (s), 1168 (s), 1113 (m), 1076 (m), 993 (s), 909 (s), 734 (m), 632 (m); 1H NMR (400 MHz, CDCl3): δ 5.86-5.75 (2H, m), 5.02-4.91 (4H, m), 4.05 (2H, t, J=6.8 Hz), 2.29 (2H, t, J=7.6 Hz), 2.08-2.01 (4H, m), 1.67-1.59 (4H, m), 1.42-1.27 (14H, m); 13C NMR (100 MHz, CDCl3): δ 174.0, 139.2, 138.9, 114.5, 114.3, 64.5, 34.4, 33.9, 33.7, 29.5, 29.3, 29.1, 29.0, 28.8, 28.7, 28.6, 26.0, 25.0; HRMS (ESI+) [M+H]+ calcd for C18H33O2: 281.2481. found: 281.2475.

Aufarbeitung

  1. customThe resulting yellow oil was purified by silica gel chromatography (50:1 hexanes: diethyl ether)

Quellen und Nachweise

ORD-Eintrag
ord-bea07f6834b246709e68d46c3e258aa2
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09446394B2

Verknüpfte Notizen

Wird geladen…