Benzyl Alcohol → Benzyl 2-bromopropanoate

HRID 637635

Reaktionsgleichung

Reaktionsgleichung von HRID 637635
[Br:1][CH:2]([CH3:6])[C:3]([OH:5])=[O:4].[CH2:7](O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S(=O)(=O)(O)O.O>C(Cl)Cl>[Br:1][CH:2]([CH3:6])[C:3]([O:5][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

Komponenten

6

Edukt 4

HCID 244Benzyl AlcoholHCID 962Water2×HCID 1118Sulfuric AcidHCID 117292-Bromopropionic acid

Produkt 1

HCID 298874Benzyl 2-bromopropanoateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-Bromopropionic acid (750 g, 4.90 moles) and benzyl alcohol (600 g, 3.55 moles) were dissolved in methylene chloride (1500 ml). To the resulting solution was added concentrated sulfuric acid (10 ml). The resulting solution was heated to a gentle reflux for two days, water separating during this time. Water (500 ml) was added and the layers were separated. The methylene chloride was washed with saturated sodium bicarbonate and the layers were separated. The organic layer was washed with water, dried over magnesium sulfate, filtered and evaporated to give a colorless oil which was vacuum distilled to give the pure product as a colorless oil (742 g, 86%).

Aufarbeitung

  1. temperatureThe resulting solution was heated to
  2. temperaturea gentle reflux for two days
  3. customthe layers were separated
  4. washThe methylene chloride was washed with saturated sodium bicarbonate
  5. customthe layers were separated
  6. washThe organic layer was washed with water
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customto give a colorless oil which
  11. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-6f7fed4f1b40474d8216ee69c5e25fbb
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04558038

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