1,2-Dichloroethane → 3-(2-Thienylmethoxy)azetidine hydrochloride

HRID 633886

Reaktionsgleichung

Reaktionsgleichung von HRID 633886
C1(C(C2C=CC=CC=2)[N:8]2[CH2:11][CH:10]([O:12][CH2:13][C:14]3[S:15][CH:16]=[CH:17][CH:18]=3)[CH2:9]2)C=CC=CC=1.[Cl:25]CCCl.ClC(OC(Cl)C)=O>CO>[ClH:25].[S:15]1[CH:16]=[CH:17][CH:18]=[C:14]1[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 671546021-(Diphenylmethyl)-3-(2-thienylmethoxy)azetidine

Produkt 1

HCID 671545443-(2-Thienylmethoxy)azetidine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A 50 mL flask was charged with 1-(diphenylmethyl)-3-(2-thienylmethoxy)azetidine (204 mg, 0.61 mmol; which may be prepared as described in Step 2) and 1,2-dichloroethane (2.7 mL). 1-Chloroethyl chloroformate (86 μL, 0.79 mmol) was added and the reaction mixture was stirred at 70° C. for 1.5 h. After cooling to room temperature, methanol (2.7 mL) was added and the reaction mixture was stirred at 70° C. for 1.5 h. The reaction mixture was concentrated to dryness. The crude mixture was triturated in pentane to give a dark wax (140 mg, quantitative) which was used without further purification.

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 crude mixture was triturated in pentane
  5. customto give a dark wax (140 mg, quantitative) which
  6. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-590b7d12837c40bea8e83e4d76df40e8
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321769B2

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