Benzyl Alcohol → HCID 11735856, Verbindung

HRID 1683385

Reaktionsgleichung

Reaktionsgleichung von HRID 1683385
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:15][CH:16]([CH2:20][CH:21]=[CH2:22])[C:17](Cl)=[O:18]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:2]1([CH2:1][O:8][C:17](=[O:18])[CH:16]([CH3:15])[CH2:20][CH:21]=[CH2:22])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 244Benzyl AlcoholHCID 1049PyridineHCID 129214422-Methyl-4-pentenoyl chloride

Produkt 1

HCID 11735856HCID 11735856, VerbindungAusbeute 78,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a 0° C. solution of 23.8 g of benzyl alcohol, 0.05 g of 4-(dimethylamino)pyridine, 18.3 g of pyridine and 250 ml of methylene chloride is added, dropwise, a solution of 29.5 g of racemic 2-methyl-4-pentenoyl chloride in 50 ml of methylene chloride. The mixture is stirred at room temperature for 4 hours, followed by successive washing with 2N hydrochloric acid, saturated sodium bicarbonate and saturated sodium chloride. The organic layer is dried and concentrated in vacuo. The residue is purified by Kugelrohr distillation to give 35.2 g of the desired product as a colorless oil; bp 70°-75° C. at 0.10 mm Hg.

Aufarbeitung

  1. washby successive washing with 2N hydrochloric acid, saturated sodium bicarbonate and saturated sodium chloride
  2. customThe organic layer is dried
  3. concentrationconcentrated in vacuo
  4. distillationThe residue is purified by Kugelrohr distillation

Quellen und Nachweise

ORD-Eintrag
ord-ac753da4b3714b3a886a2d6d3a89404d
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05637731

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