Phosphorus oxide (P4O10) → 7-(Trifluoromethyl)-3,4-dihydroisoquinolin-1(2H)-one

HRID 1843826

Reaktionsgleichung

Reaktionsgleichung von HRID 1843826
C([O:3][C:4](=O)[NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[F:15][C:14]([F:17])([F:16])[C:11]1[CH:12]=[C:13]2[C:8]([CH2:7][CH2:6][NH:5][C:4]2=[O:3])=[CH:9][CH:10]=1

Komponenten

4

Edukt 2

HCID 14812Phosphorus oxide (P4O10)HCID 66801630[2-(4-Trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl ester

Produkt 1

HCID 668015937-(Trifluoromethyl)-3,4-dihydroisoquinolin-1(2H)-oneAusbeute 20,83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24813Phosphorus oxychlorideLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

Using an analogous procedure and workup as described in Example 1, step 4, [2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl ester (I-4-c: 700 mg, 2.68 mmol) in POCl3 (5 mL) was reacted with P2O5 (756 mg, 5.36 mmol). The resulting mixture was stirred at 105° C. for 2 hours to afford the crude product. Purification by column chromatography on silica gel (10% ethylacetate in hexane) afforded 120 mg of the product (20.83% yield).

Aufarbeitung

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (10% ethylacetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-7c05b1ee438442b09f15ff756a7da2c1
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946260B2

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