Hydrochloric Acid → 3-Chloro-5-fluoro-4-(hydroxymethyl)phenol

HRID 1772874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1772874
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.[OH-:10].[K+].[CH2:12]=O.Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[C:7]=1[CH2:12][OH:10]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 27737133-Chloro-5-fluorophenol

Produkt 1

HCID 222200093-Chloro-5-fluoro-4-(hydroxymethyl)phenolAusbeute 39,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

3-Chloro-5-fluorophenol (703 mg, 4.8 mmol) was added to a solution of potassium hydroxide (297 mg, 5.3 mmol) in H2O (1.45 mL) and heated at 60° C. Formaldehyde (37 wt % in H2O, 0.74 mL, 9.12 mmol) in H2O (1.45 mL) was added dropwise and the reaction mixture left to stir at 40° C. overnight. The reaction mixture was cooled to rt and conc. HCl (approximately 6 mL) was added. The resultant precipitate was filtered, washed with H2O and dried to yield the title compound as a cream solid (334 mg, 1.89 mmol).

Aufarbeitung

  1. waitthe reaction mixture left
  2. temperatureThe reaction mixture was cooled to rt
  3. filtrationThe resultant precipitate was filtered
  4. washwashed with H2O
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-62ff4e8eb3c94d62b31885e78badbe38
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249160B2

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