Triphenylphosphine → 2-Methyl-2-(2-methyl-5-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy]-phenoxy)-propionic acid ethyl ester

HRID 1242402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1242402
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:10]=1[CH3:16])([CH3:7])[CH3:6])[CH3:2].[CH3:18][C:19]1[C:24]([CH2:25][CH2:26]O)=[CH:23][CH:22]=[C:21]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=2)[N:20]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>C1COCC1>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:6])([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:26][CH2:25][C:24]2[C:19]([CH3:18])=[N:20][C:21]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:35])[F:36])=[CH:30][CH:29]=3)=[CH:22][CH:23]=2)[CH:12]=[CH:11][C:10]=1[CH3:16])[CH3:7])[CH3:2]

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 219358312-[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethanolHCID 670724112-(5-Hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester

Produkt 1

HCID 670721712-Methyl-2-(2-methyl-5-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy]-phenoxy)-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

0.24 g (1.0 mmol) of the above prepared 2-(5-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester, 0.31 g (1.10 mmol) of 2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethanol (see below example 70E]) and 0.32 g (1.20 mmol) of triphenylphosphine were dissolved in 10 ml of THF. The stirred reaction mixture was cooled down to 0° C. and a solution of 0.27 g (1.15 mmol) of di-tert.-butyl azodicarboxylate in 5 ml of THF was added drop by drop. Then, the reaction warmed up to ambient temperature. After 20 hours, the solvent was evaporated and the residue purified by chromatography (SiO2, heptane/EtOAc=95:5 to 9:1) to give 0.23 g of the title compound as colorless oil.

Aufarbeitung

  1. customThe stirred reaction mixture
  2. temperatureThen, the reaction warmed up to ambient temperature
  3. customthe solvent was evaporated
  4. customthe residue purified by chromatography (SiO2, heptane/EtOAc=95:5 to 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-cb9457aeb196477f80231c9e155543c0
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07115611B2

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