4-(2-Phenyleth-1-ynyl)thiophene-2-carbaldehyde → 5-Phenethyl-thiophene-2-carbaldehyde

HRID 1363254

Reaktionsgleichung

Reaktionsgleichung von HRID 1363254
[C:1]1([C:7]#[C:8][C:9]2[S:13][C:12]([CH:14]=[O:15])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C#CC2C=C(C=O)SC=2)C=CC=CC=1.C(C1C=C(C=O)SC=1)CC1C=CC=CC=1>>[CH2:8]([C:9]1[S:13][C:12]([CH:14]=[O:15])=[CH:11][CH:10]=1)[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 3

HCID 27371394-(2-Phenyleth-1-ynyl)thiophene-2-carbaldehydeHCID 27371405-(Phenylethynyl)thiophene-2-carbaldehydeHCID 235874144-Phenethylthiophene-2-carbaldehyde

Produkt 1

HCID 235874235-Phenethyl-thiophene-2-carbaldehyde

Versuchsvorschrift

5-Phenethylthiophene-2-carbaldehyde was synthesized from 5-(phenylethynyl)thiophene-2-carbaldehyde (4.0 g, 18.8 mmol) following the conditions used to hydrogenate 4-(phenylethynyl)thiophene-2-carbaldehyde to 4-phenethylthiophene-2-carbaldehyde (Example 1.1.b). 5-Phenethylthiophene-2-carbaldehyde (3.8 g, 93%) was used in the next step without further purification 1H NMR (400 MHz, CDCl3) δ (ppm): 9.83 (s, 1H), 7.60 (d, 1H), 7.30 (m, 2H), 7.23 (m, 1H), 7.19 (m, 2H), 6.86 (dt, 1H), 3.21 (t, 2H), 3.03 (t, 2H).

Aufarbeitung

  1. custom5-Phenethylthiophene-2-carbaldehyde (3.8 g, 93%) was used in the next step without further purification 1H NMR (400 MHz, CDCl3) δ (ppm): 9.83 (s, 1H), 7.60 (d, 1H), 7.30 (m, 2H), 7.23 (m, 1H), 7.19 (m, 2H), 6.86 (dt, 1H), 3.21 (t, 2H), 3.03 (t, 2H)

Quellen und Nachweise

ORD-Eintrag
ord-bd4502f16fb046418aed3830ac052056
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07884124B2

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