Triphenylphosphine → (R)-(-)-2-(1Methylheptyloxy)benzonitrile

HRID 651304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 651304
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:10][C@H:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].CCOC(/N=N/C(OCC)=O)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.COC(OC1C=CC(C2C=CC(C(OCCCCCCCC)=O)=CC=2)=CC=1)=O>>[CH3:10][C@@H:11]([O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Komponenten

6

Edukt 5

HCID 11776TriphenylphosphineHCID 119072-HydroxybenzonitrileHCID 2723888(+)-2-OctanolHCID 5462977Diethyl azodicarboxylateHCID 18328376Octyl4'-methoxycarbonyloxy-4-biphenylcarboxylate

Produkt 1

HCID 21308782(R)-(-)-2-(1Methylheptyloxy)benzonitrile

Versuchsvorschrift

Quantities: 2-(hydroxybenzonitrile (38) (9.17 g, 0.077 mol), (S)-(+)-octan-2-ol (10.00 g, 0.077 mol), DEAD (13.41 g, 0.077 mol), triphenylphosphine (20.20 g, 0.077 mol). The experimental procedure was as described for the preparation of compound 5. The crude product was purified by column chromatography (20% petrol/dichloromethane) to give a colourless oil.

Aufarbeitung

  1. customThe crude product was purified by column chromatography (20% petrol/dichloromethane)
  2. customto give a colourless oil

Quellen und Nachweise

ORD-Eintrag
ord-d3166a0e53b245d29c56fc1a0ebda336
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06278028B1

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