3-Bromobenzaldehyde → 3-(1-Tridecynyl)benzaldehyde

HRID 255990

Reaktionsgleichung

Reaktionsgleichung von HRID 255990
Br[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH:10]#[C:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>>[C:10]([C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])#[C:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Komponenten

3

Edukt 2

HCID 765833-BromobenzaldehydeHCID 1177541-Tridecyne

Produkt 1

HCID 136885053-(1-Tridecynyl)benzaldehydeAusbeute 85 %

Versuchsvorschrift

Reaction of 3-bromobenzaldehyde with 1-tridecyne as described in example 3 gave 85% of the title compound after chromatography on silica, eluting with dichloromethane:petrol (bp 40:60) (1:3) νmax (neat) 2920, 2215, 1705, 1600, 1575, 1465, 1280, 1155, 795, and 680 cm-1, δ(CDCl3) 0.86 (3H, distorted t), 0.9-1.7 (18H, m), 2.4(2H, t, J=6 Hz), 7.7-7.9 (4H, m, aromatic), and 10.0 (1H, s, aldehyde). Analysed as the 2,4-dinitrophenylhydrazone m.p. 127° C. (recrystallized from acetic acid). Found, C, 67.27, H, 6.86; N, 12.01, C26H32N4O4 requires, C, 67.33, H, 6.79, N, 12.08%.

Quellen und Nachweise

ORD-Eintrag
ord-33f99dbe794d4e399b3dc8fac77f52b3
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04699995

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