Phosphorus trichloride → 2-Methyl-1,3-benzoxazol-6-ol

HRID 409315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 409315
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1C(=NO)C.P(Cl)(Cl)Cl.C([O-])(=O)C.[Na+].[C:22](#[N:24])[CH3:23].CC(N(C)C)=O>>[CH3:23][C:22]1[O:1][C:2]2[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=2[N:24]=1

Komponenten

5

Edukt 4

HCID 24387Phosphorus trichlorideHCID 3451686134-79-8HCID 517045Sodium AcetateHCID 21187609acetonitrile N,N-dimethylacetamide

Produkt 1

HCID 6765042-Methyl-1,3-benzoxazol-6-ol

Reaktionsbedingungen

Temperatur
22.5 °C

Versuchsvorschrift

To a mixture of 1-(2,4-dihydroxy-phenyl)-ethanone oxime (4.2 g, 25 mmol) and acetonitrile/dimethylacetamide (20 mL, 3:1) cooled by a water bath (20-25° C.) was added dropwide phosphorus chloride (2.4 mL, 26.2 mmol) over a period of fifteen minutes. The mixture was stirred for an additional thirty minutes before it was poured into ice water containing sodium acetate (6 g). The mixture was stirred for ten minutes, filtered, and the filter cake was washed with water and dried in vacuo to give the title compound as a yellow solid (3.15 g): 1H NMR (CDCl3, 200 MHz): δ=7.45 (m, 1H), 6.96 (m, 1H), 6.80 (m, 1H), 2.60 (s, 3H).

Aufarbeitung

  1. stirringThe mixture was stirred for ten minutes
  2. filtrationfiltered
  3. washthe filter cake was washed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7cf7ca2d4cb04730b3ec44195e576749
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759373B2

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