Ammonium Chloride → 1-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol

HRID 1097410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1097410
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH:9]=[O:10])[CH2:3][CH2:2]1.[CH3:18][Mg+].[Br-].[NH4+].[Cl-]>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:9]([OH:10])[CH3:18])[CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:16])[F:17])[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 189736983-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehydeHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 592936281-[3-(Cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanolAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In THF, dissolved was 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde (24 g, 99 mmol), and 3M CH3MgBr (49 ml, 148 mmol) was added thereto at −78° C. The reaction mixture was neutralized with NH4Cl, and extracted with EA. The extract was washed twice with brine, dried over MgSO4, filtered and evaporated under reduced pressure to remove solvent. The mixture was purified via column chromatography (n-hexane/EA=1/1) to obtain 1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]ethanol (24 g, 94%).

Aufarbeitung

  1. additionwas added
  2. customat −78° C
  3. extractionextracted with EA
  4. washThe extract was washed twice with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customto remove solvent
  9. customThe mixture was purified via column chromatography (n-hexane/EA=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-b4185e144bde4cb2a5c0b393ea4730b5
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143262B2

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