Methanol → HCID 21830649, Verbindung

HRID 1600981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1600981
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][CH:20]([OH:24])[CH2:21][CH2:22][OH:23])[CH:13]=1.C(N(CC)CC)C.CO>ClCCl>[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([O:23][CH2:22][CH2:21][CH:20]([OH:24])[CH2:19][CH2:18][C:14]2[CH:13]=[N:12][CH:17]=[CH:16][CH:15]=2)(=[O:9])=[O:8])=[CH:3][CH:2]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 21830683(+/-)-5-(3-Pyridyl)-1,3-pentanediol

Produkt 1

HCID 21830649HCID 21830649, VerbindungAusbeute 47,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Solid para-toluenesulfonyl chloride (1.26 g) was added to a solution of (±)-5-(3-pyridyl)-1,3-pentanediol (1.20 g) and triethylamine (1.11 ml) in anhydrous dichloromethane (20 ml) at -30° C. under nitrogen. The solution was allowed to warm to room temperature over 1 hour and stirring was continued for 24 hours. Methanol (1 ml) was added and the solution concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with hexane:acetone (3:2) to give the sub-title compound as an oil (1.05 g).

Aufarbeitung

  1. concentrationthe solution concentrated under reduced pressure
  2. customThe residue was purified by column chromatography over silica eluting with hexane:acetone (3:2)

Quellen und Nachweise

ORD-Eintrag
ord-d61714cdea6a40caa0fb622831704447
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977105

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