1,2-Dichloroethane → 3-[(2-Methylprop-2-en-1-yl)oxy]azetidine hydrochloride

HRID 82950

Reaktionsgleichung

Reaktionsgleichung von HRID 82950
C1(C(C2C=CC=CC=2)[N:8]2[CH2:11][CH:10]([O:12][CH2:13][C:14]([CH3:16])=[CH2:15])[CH2:9]2)C=CC=CC=1.[Cl:23]CCCl.ClC(OC(Cl)C)=O>CO>[ClH:23].[CH3:16][C:14](=[CH2:15])[CH2:13][O:12][CH:10]1[CH2:11][NH:8][CH2:9]1

Komponenten

5

Edukt 3

HCID 111,2-DichloroethaneHCID 5213051-Chloroethyl chloroformateHCID 671545541-(Diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidine

Produkt 1

HCID 671544963-[(2-Methylprop-2-en-1-yl)oxy]azetidine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A 16 mL flask was charged with 1-(diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidine (276 mg, 0.94 mmol; which may be prepared as described in Step 1) and 1,2-dichloroethane (4.1 mL). 1-Chloroethyl chloroformate (135 μL, 1.24 mmol) was added and the reaction mixture was stirred at 70° C. for 1.5 h. After cooling to room temperature, methanol (4.1 mL) was added and the reaction mixture was stirred at 70° C. for 1.5 h. The reaction mixture was concentrated to dryness and the residue was triturated in pentane to give the final product (192 mg, quantitative) as a brown oil.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. stirringthe reaction mixture was stirred at 70° C. for 1.5 h
  3. concentrationThe reaction mixture was concentrated to dryness
  4. customthe residue was triturated in pentane

Quellen und Nachweise

ORD-Eintrag
ord-ac5eee5b523445c7b5b2ca05a5dd90c7
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846711B2

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