1,3,3,3-Tetrafluoro-1-methoxy-2-(trifluoromethyl)-1-propene → 4-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

HRID 709940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709940
[F:1][C:2](F)(F)[C:3]([C:8]([F:11])([F:10])[F:9])=[C:4](F)[O:5][CH3:6].C(O)(=O)C.[CH:18]([NH2:20])=[NH:19].[OH-].[Na+]>O.ClCCl>[F:1][C:2]1[C:3]([C:8]([F:11])([F:10])[F:9])=[C:4]([O:5][CH3:6])[N:20]=[CH:18][N:19]=1

Komponenten

6

Edukt 3

HCID 96721,3,3,3-Tetrafluoro-1-methoxy-2-(trifluoromethyl)-1-propeneHCID 14798Sodium HydroxideHCID 160693Formamidine acetate

Produkt 1

HCID 584392514-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a rapidly stirred mixture of 1,1,1,3-tetrafluoro-2-(trifluoromethyl)-4-oxapent-2-ene (N-1) (10.0 g, 47.15 mmol) and formamidine acetate (7.37 g, 70.73 mmol) in a mixture of water (50 mL) and dichloromethane (50 mL) at 0° C., a solution of sodium hydroxide (7.54 g, 189 mmol) in water (40 mL) is added dropwise and the resulting mixture is stirred for 30 min after complete addition. The dichloromethane layer is separated, washed with 1M aqueous HCl solution and water, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford 4-fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine (N-2) as a yellow solid. The product is used directly in the next step without further purification.

Aufarbeitung

  1. additionafter complete addition
  2. customThe dichloromethane layer is separated
  3. washwashed with 1M aqueous HCl solution and water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-de83daed5cea4bec985947965cf126b8
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181221B2

Notizen zur Reaktion

Wird geladen…