Methanone, (2-chlorophenyl)phenyl- → 2-Chlorobenzhydrol, (+-)-

HRID 1112037

Reaktionsgleichung

Reaktionsgleichung von HRID 1112037
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[BH4-].[Na+]>C(O)(C)C>[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[CH:4]([OH:5])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 78838Methanone, (2-chlorophenyl)phenyl-HCID 4311764Sodium borohydride

Produkt 1

HCID 2358192-Chlorobenzhydrol, (+-)-Ausbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture containing 15.0 g (0.0692 mole) of 2-chlorobenzophenone, 4.1 g (0.1094 mole) of sodium borohydride, and 200 ml of anhydrous isopropanol is heated to reflux and maintained at reflux until the reaction is complete (2.0 hours), as indicated by vpc techniques. The solvent is removed in vacuo, whereupon the residue is diluted with ether, washed with a dilute hydrochloric acid solution and with water until neutral, dried (magnesium sulfate), and concentrated in vacuo. Recrystallization of the resulting residue from petroleum ether affords 11.5 g (0.0526 mole) of 2-chlorobenzhydrol, m.p. 61-63°.

Aufarbeitung

  1. temperatureis heated
  2. temperatureto reflux
  3. temperaturemaintained
  4. temperatureat reflux until the reaction
  5. custom(2.0 hours)
  6. customThe solvent is removed in vacuo, whereupon the residue
  7. additionis diluted with ether
  8. washwashed with a dilute hydrochloric acid solution and with water until neutral,
  9. dry with materialdried (magnesium sulfate)
  10. concentrationconcentrated in vacuo
  11. customRecrystallization of the resulting residue from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-af917009e4294766ae78a9591f7362d2
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04120687

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