Sodium hydride → HCID 11626649, Verbindung

HRID 1373845

Reaktionsgleichung

Reaktionsgleichung von HRID 1373845
[H-].[Na+].[N:3]1([CH2:8][CH2:9][O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:7]=[CH:6][N:5]=[N:4]1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]=[CH:27][C:28]2[O:29][CH:30]=[C:31]([CH2:33]Cl)[N:32]=2)=[C:22]([F:35])[CH:21]=1>CN(C)C=O>[Cl:19][C:20]1[CH:25]=[CH:24][C:23](/[CH:26]=[CH:27]/[C:28]2[O:29][CH:30]=[C:31]([CH2:33][O:18][C:15]3[CH:14]=[CH:13][C:12]([CH2:11][O:10][CH2:9][CH2:8][N:3]4[CH:7]=[CH:6][N:5]=[N:4]4)=[CH:17][CH:16]=3)[N:32]=2)=[C:22]([F:35])[CH:21]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 210758954-(2-[1,2,3]Triazol-1-yl-ethoxymethyl)-phenolHCID 691129852-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-4-chloromethyl-oxazole

Produkt 1

HCID 11626649HCID 11626649, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

380 mg (15 mmol) of 95% sodium hydride were given to a solution of 3.00 g (13.7 mmol) 4-(2-[1,2,3]triazol-1-yl-ethoxymethyl)-phenol in 70 ml N,N-dimethylformamide and stirred for 30 min at room temperature. Then 3.73 g (13.7 mmol) 2-[2-(4-chloro-2-fluoro-phenyl)-vinyl]-4-chloromethyl-oxazole were added and stirring continued over night. The mixture was quenched with water, stirred for 1 h and the precipitate isolated by filtration. After washing with water, little methanol, ethyl acetate/heptane 2:1 and ether, and drying at 40° C. in vacuo, 3.34 g (54%) 1-[2-(4-{2-[2-(E)-(4-chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-benzyloxy)-ethyl]-1H-[1,2,3]triazole were obtained.

Aufarbeitung

  1. stirringstirring
  2. waitcontinued over night
  3. customThe mixture was quenched with water
  4. stirringstirred for 1 h
  5. customthe precipitate isolated by filtration
  6. washAfter washing with water, little methanol, ethyl acetate/heptane 2:1 and ether
  7. customdrying at 40° C. in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-19e2e3e6616a4f5c800abdb9bb011ccf
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07163953B2

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