Methanol → HCID 57455338, Verbindung

HRID 1093930Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1093930
[C:1]([CH2:3][CH2:4][CH2:5][OH:6])#[N:2].C(N(CC)CC)C.[C:14](Cl)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CO>ClCCl>[C:14]([O:6][CH2:5][CH2:4][CH2:3][C:1]#[N:2])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 2207054-Hydroxybutanenitrile

Produkt 1

HCID 57455338HCID 57455338, VerbindungAusbeute 61,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-cyano-1-n-propanol (16.85 g, 198 mmol, prepared by method of Blicke, et al., J. Org. Chem. 1961, 26, 3685) in dichloromethane (250 mL) were added triethylamine (80.1 g, 792 mmol) and trityl chloride (82.8 g, 297 mmol) at room temperature and the mixture was stirred for 16 h. To the reaction mixture was added methanol (25 mL) and stirred for 1 h. After concentration, the residue was purified on a column of silica gel using ethyl acetate and hexanes as eluent to give 40 g (61.7%) of the desired product.

Aufarbeitung

  1. stirringstirred for 1 h
  2. concentrationAfter concentration
  3. customthe residue was purified on a column of silica gel

Quellen und Nachweise

ORD-Eintrag
ord-ad6966b204d14c8f889ce5273d06e1c0
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133870B2

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