Thionyl Chloride → [3,4-bis(difluoromethoxy)phenyl]-(2-bromo-5-pyridyl) chloromethane

HRID 429244Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 429244
[F:1][CH:2]([F:23])[O:3][C:4]1[CH:5]=[C:6]([CH:14]([C:16]2[CH:17]=[N:18][C:19]([Br:22])=[CH:20][CH:21]=2)O)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:13])[F:12].O=S(Cl)[Cl:26].C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:1][CH:2]([F:23])[O:3][C:4]1[CH:5]=[C:6]([CH:14]([C:16]2[CH:17]=[N:18][C:19]([Br:22])=[CH:20][CH:21]=2)[Cl:26])[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:13])[F:12]

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 10971303HCID 10971303, Verbindung

Produkt 1

HCID 11144147[3,4-bis(difluoromethoxy)phenyl]-(2-bromo-5-pyridyl) chloromethane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution [3,4-Bis(difluoromethoxy)phenyl]-(6-bromo-3-pyridyl)methanol (15.8 g, 40.0 mmol) in 400 mL of CH2Cl2, was added 3.8 mL (52.0 mmol) of SOCl2. The solution was stirred 45 minutes at room temperature and poured into a saturated aqueous solution of NaHCO3. The aqueous layer was extracted with CH2Cl2 and the combined organic layers were dry over MgSO4 and concentrated under reduced pressure. The crude chloride was used directly for the next step without any purification.

Aufarbeitung

  1. extractionThe aqueous layer was extracted with CH2Cl2
  2. dry with materialthe combined organic layers were dry over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe crude chloride was used directly for the next step without any purification

Quellen und Nachweise

ORD-Eintrag
ord-04b9e7d4b0b94594afa2eb78d2a30d9f
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06316472B1

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