Hydrochloric Acid → Ethyl 2-(5-benzylthio-2-nitrophenoxy)acetate

HRID 375135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 375135
F[C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([CH:14]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].[CH2:18]([SH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C.Cl>O.CN(C=O)C>[CH2:18]([S:25][C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([CH:14]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 7509Benzyl mercaptanHCID 8471TriethylamineHCID 13752803Ethyl 2-(5-fluoro-2-nitrophenoxy)acetate

Produkt 1

HCID 18994386Ethyl 2-(5-benzylthio-2-nitrophenoxy)acetateAusbeute 72,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of ethyl 2-(5-fluoro-2-nitrophenoxy)acetate (11 g), benzylmercaptan (5.2 g), triethylamine (5.08 g) and DMF (50 ml) was stirred and heated to 80° C. for 7 hours. The mixture was cooled, poured into water and acidified by the addition of dilute aqueous hydrochloric acid. The mixture was extracted with diethyl ether. The organic phase was washed with water and with brine, dried (MgSO4) and evaporated to give ethyl 2-(5-benzylthio-2-nitrophenoxy)acetate (10.6 g, 68%) as a solid.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. extractionThe mixture was extracted with diethyl ether
  3. washThe organic phase was washed with water and with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c8d17ba139384136b1c1246741ec863d
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05484805

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