Potassium Iodide → 1-(3-Chloropropyl)-3-(trityloxy)azetidine

HRID 2377185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377185
Cl.[C:2]([O:21][CH:22]1[CH2:25][NH:24][CH2:23]1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:35][CH2:36][CH2:37][Cl:38]>CS(C)=O.C(OCC)(=O)C.O>[Cl:38][CH2:37][CH2:36][CH2:35][N:24]1[CH2:23][CH:22]([O:21][C:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH2:25]1

Komponenten

8

Edukt 4

HCID 4875Potassium IodideHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 219901143-(Trityloxy)azetidine hydrochloride

Produkt 1

HCID 219900971-(3-Chloropropyl)-3-(trityloxy)azetidine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In 5 mL of dimethyl sulfoxide was dissolved 0.50 g of 3-(trityloxy)azetidine hydrochloride, and to the solution were added 0.49 g of potassium carbonate, 0.35 g of potassium iodide and 0.22 mL of 1-bromo-3-chloropropane, after which the resulting mixture was stirred at room temperature for 2 hours. To the reaction mixture were added 15 mL of water and 10 mL of ethyl acetate, and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1-(3-chloropropyl)-3-(trityloxy)azetidine.

Aufarbeitung

  1. customthe organic layer was separated
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d65c6c9735734f60bd86625abe9810ec
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468443B2

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