Ethyl chloroformate → Ethyl [2-(benzo[b]thiophen-2-yl)ethyl]carbamate

HRID 703780

Reaktionsgleichung

Reaktionsgleichung von HRID 703780
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[S:7]1[C:11]([CH2:12][CH2:13][NH2:14])=[CH:10][C:9]2[CH:15]=[CH:16][CH:17]=[CH:18][C:8]1=2>C(Cl)(Cl)Cl.C(N(CC)CC)C>[S:7]1[C:11]([CH2:12][CH2:13][NH:14][C:2](=[O:3])[O:4][CH2:5][CH3:6])=[CH:10][C:9]2[CH:15]=[CH:16][CH:17]=[CH:18][C:8]1=2

Komponenten

5

Edukt 2

HCID 10928Ethyl chloroformateHCID 126668932-(1-Benzothiophen-2-yl)ethan-1-amine

Produkt 1

HCID 53768472Ethyl [2-(benzo[b]thiophen-2-yl)ethyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Ethyl chloroformate (0.18 ml) was added dropwise to a stirred, ice-cooled solution of benzo[b]thiophene-2-ethanamine (300 mg) in a mixture of chloroform (8 ml) and triethylamine (0.28 ml) under nitrogen and stirring was continued at 0° for 30 min. The solution was evaporated, the residue was treated with water (10 ml), extracted with dichloromethane (3×10 ml) and the combined, dried organic extracts were evaporated to give an oily solid. This was purified by FCC eluting with System B (1:2) to give the title compound (313 mg), m.p. 65°-66°.

Aufarbeitung

  1. customThe solution was evaporated
  2. additionthe residue was treated with water (10 ml)
  3. extractionextracted with dichloromethane (3×10 ml)
  4. customdried organic extracts were evaporated
  5. customto give an oily solid
  6. customThis was purified by FCC
  7. washeluting with System B (1:2)

Quellen und Nachweise

ORD-Eintrag
ord-4b0d7b676d4c484c9b81ab3bb7a0312c
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04985422

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