Pyridine → {2-[(4'-Octyloxy-biphenyl-4-carbonyl)-amino]-phenyl}-phosphonic acid diethyl ester

HRID 1642066Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1642066
[CH2:1]([O:3][P:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:15])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].N1C=CC=CC=1.[CH2:22]([O:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][C:40]([C:43](Cl)=[O:44])=[CH:39][CH:38]=2)=[CH:33][CH:32]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].C([O-])(O)=O.[Na+].CCOC(C)=O>CCOC(C)=O>[CH2:6]([O:5][P:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:43]([C:40]1[CH:39]=[CH:38][C:37]([C:34]2[CH:35]=[CH:36][C:31]([O:30][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:32][CH:33]=2)=[CH:42][CH:41]=1)=[O:44])(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 110784734-(4-Octyloxyphenyl)benzoyl chlorideHCID 12482984Diethyl (2-aminophenyl)phosphonateHCID 86584982Sodium bicarbonate ethyl acetate

Produkt 1

HCID 24824666{2-[(4'-Octyloxy-biphenyl-4-carbonyl)-amino]-phenyl}-phosphonic acid diethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

At rt, to a solution of (2-Amino-phenyl)-phosphonic acid diethyl ester in EtOAc are added 10 equivaltents of pyridine followed by 1 equivalent of 4′-octyloxy-biphenyl-4-carbonylchloride (VAW132) and the mixture obtained is stirred for ca. 25 minutes. The mixture obtained is subjected to an aqueous work-up (NaHCO3/EtOAc), the organic phase obtained is dried, solvent is evaporated and the evaporation residue is subjected to column chromatography. {2-[(4′-Octyloxy-biphenyl-4-carbonyl)-amino]-phenyl}-phosphonic acid diethyl ester is obtained.

Aufarbeitung

  1. customthe mixture obtained
  2. customThe mixture obtained
  3. customthe organic phase obtained
  4. customis dried
  5. customsolvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f43e521e39eb47a599501bdc2b52bd3d
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119617B2

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