Methyl chloroformate → N-cyclopropyl-2-[3-(3-thienyl)phenoxy]ethoxyacetamide

HRID 1756168

Reaktionsgleichung

Reaktionsgleichung von HRID 1756168
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH:17]=[CH:18][CH:19]=2)[O:9][CH2:10][CH2:11][O:12][CH2:13][C:14]([OH:16])=O)=[CH:2]1.ClC(OC)=O.C(N(CC)CC)C.[CH:32]1([NH2:35])[CH2:34][CH2:33]1>O1CCCC1.O.C(OCC)C>[CH:32]1([NH:35][C:14](=[O:16])[CH2:13][O:12][CH2:11][CH2:10][O:9][C:8]2[CH:17]=[CH:18][CH:19]=[C:6]([C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)[CH:7]=2)[CH2:34][CH2:33]1

Komponenten

8

Edukt 4

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 199171292-[3-(3-Thienyl)phenoxy]ethoxyacetic acid

Produkt 1

HCID 19917094N-cyclopropyl-2-[3-(3-thienyl)phenoxy]ethoxyacetamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.36 g of 2-[3-(3-thienyl)phenoxy]ethoxyacetic acid was dissolved in 7 ml of tetrahydrofuran, and under ice cooling, 110 μl of methyl chloroformate and 200 μl of triethylamine were added. After the mixture was stirred with cooling for 30 minutes, 178 μl of cyclopropylamine was added. The mixture was stirred at room temperature for 1 hour, and then ethyl ether and water were added. The organic layer separated was worked up in a customary manner to give 0.31 g of N-cyclopropyl-2-[3-(3-thienyl)phenoxy]ethoxyacetamide as a pale yellow oil.

Aufarbeitung

  1. temperaturewith cooling for 30 minutes
  2. stirringThe mixture was stirred at room temperature for 1 hour
  3. customThe organic layer separated

Quellen und Nachweise

ORD-Eintrag
ord-130e8a5ac4f6486b881f46dc2c6c34f5
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05439932

Verknüpfte Notizen

Wird geladen…