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

HRID 1464778

Reaktionsgleichung

Reaktionsgleichung von HRID 1464778
[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-00b2379688df4f7bbced0f31c4d34416
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05306728

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