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Phosgene → HCID 21072848, Verbindung

HRID 2223106
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2223106
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[CH:11]=CC=C[C:7]=1C(O)(C)C.N[CH2:17][C:18](C1C=CC=CC=1)=O.C[Mg]I.[CH2:29]1[CH2:33][O:32][CH2:31][CH2:30]1>>[CH3:7][C:6]1([CH3:11])[C:30]2[CH:29]=[CH:33][CH:17]=[CH:18][C:31]=2[O:32][C:1](=[O:2])[NH:5]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 5

HCID 6371PhosgeneHCID 8028Tetrahydrofuran2×HCID 11952PhenacylamineHCID 2535272-(2-Aminophenyl)propan-2-olHCID 178418373HCID 178418373, Verbindung

Produkt 1

HCID 21072848HCID 21072848, Verbindung

Versuchsvorschrift

112 g (1.13 mol) of phosgene are piped into 500 mL of THF. Then a solution of 52 g (0.34 mol) of 2-(2-aminophenyl)propan-2-ol, prepared from 2-aminoacetophenone and methylmagnesium iodide, in 300 mL of THF is added. The reaction mixture is left to stand overnight, evaporated down, and combined with 500 mL of pyridine. After the pyridine has been distilled off, water is added and the mixture is extracted with diethyl ether. The organic phases are washed successively with 2 N hydrochloric acid, sodium hydroxide solution and water, dried with sodium sulfate, and evaporated down. The residue remaining (46 g) is further reacted directly without any more purification. M.p. (toluene/petroleum ether)=109° C.-110° C.

Aufarbeitung

  1. additionis added
  2. waitThe reaction mixture is left
  3. customevaporated down
  4. distillationAfter the pyridine has been distilled off
  5. additionwater is added
  6. extractionthe mixture is extracted with diethyl ether
  7. washThe organic phases are washed successively with 2 N hydrochloric acid, sodium hydroxide solution and water
  8. dry with materialdried with sodium sulfate
  9. customevaporated down
  10. customis further reacted directly without any more purification

Quellen und Nachweise

ORD-Eintrag
ord-dbc33ff5a5b847719d94b7e23257ecec
Quelldatensatz
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07375104B2

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