Dichloromethane → (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1,2-epoxy-butane

HRID 247637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247637
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([O:11][CH3:12])=[C:5]([CH3:13])[C:4]=1[CH2:14][CH2:15][C@:16]([CH3:30])([OH:29])[CH2:17]OS(C1C=CC=CC=1C)(=O)=O.[OH-].[K+].C(Cl)Cl>C(O)C>[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([O:11][CH3:12])=[C:5]([CH3:13])[C:4]=1[CH2:14][CH2:15][C@:16]1([CH3:30])[O:29][CH2:17]1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 14797Potassium HydroxideHCID 86740735(S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1-toluenesulphonyloxy-2-butanol

Produkt 1

HCID 18602184(S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1,2-epoxy-butaneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

177 mg of (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1-toluylsulphonyloxy-2-butanol were dissolved in 1 ml of ethanol and the solution was treated with 0.3 ml of alcoholic potassium hydroxide solution (1.5N). The mixture was left to stand at room temperature for 10 minutes, 30 ml of methylene chloride were then added and the resulting mixture was dried over sodium sulphate and concentrated. There were obtained 105 mg of (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1,2-epoxybutane. M.p. 47°-48° C.

Aufarbeitung

  1. waitThe mixture was left
  2. dry with materialthe resulting mixture was dried over sodium sulphate
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bbca149180f5440f9594ff64217482ad
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04709055

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