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o-Anisamide, 3-methyl- → HCID 21504428, Verbindung

HRID 1288272
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1288272
[B-](F)(F)(F)F.[CH3:6][CH2:7][O+](CC)CC.[CH3:13][O:14][C:15]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18]>C(Cl)Cl>[CH3:13][O:14][C:15]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](=[NH:19])[O:18][CH2:6][CH3:7]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 56081o-Anisamide, 3-methyl-HCID 2723982Triethyloxonium tetrafluoroborate

Produkt 1

HCID 21504428HCID 21504428, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of triethyloxonium borofluoride (23 g.) in anhydrous methylene chloride (60 ml.) was added to a solution of 2-methoxy-3-methylbenzamide [19.7 g; prepared as described in French Patent M.21] in anhydrous methylene chloride (200 ml.). The mixture was kept at room temperature for 3 days, concentrated to about 120 ml. and diluted with anhydrous diethyl ether (300 ml.). The solid which separated was filtered off and washed with anhydrous diethyl ether to give ethyl 2-methoxy-3-methylbenzimidate borofluoride (28.7 g.), m.p. 93°-96° C., which was pure enough for use in the next stage of the synthesis. An aliquot was recrystallised from a mixture of anhydrous methylene chloride and anhydrous diethyl ether to give pure ethyl 2-methoxy-3-methylbenzimidate borofluoride, m.p. 102°-104° C.

Aufarbeitung

  1. concentrationconcentrated to about 120 ml
  2. additionand diluted with anhydrous diethyl ether (300 ml.)
  3. customThe solid which separated
  4. filtrationwas filtered off
  5. washwashed with anhydrous diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-cb29314ad3c640bda496207d73672de7
Quelldatensatz
uspto-grants-1976_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03987160

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