Sodium cyanoborohydride → Methyl 3-(1-Hydroxyethyl)benzoate

HRID 714458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714458
[C:1]([C:4]1[CH:5]=[C:6]([C:10]([O:12][CH3:13])=[O:11])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].C([BH3-])#N.[Na+]>CO.Cl>[OH:3][CH:1]([C:4]1[CH:5]=[C:6]([C:10]([O:12][CH3:13])=[O:11])[CH:7]=[CH:8][CH:9]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 5003444Sodium cyanoborohydrideHCID 15094405Methyl 3-acetylbenzoate

Produkt 1

HCID 20428670Methyl 3-(1-Hydroxyethyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1.09 g (6.15 mmol) of methyl 3-acetylbenzenecarboxylate (Example 59A) were initially charged in 28 ml methanol. 0.77 g (12.29 mmol) of sodium cyanoborohydride was added, and the reaction solution was then adjusted to pH 3 using a few drops of 1N hydrochloric acid and stirred at RT overnight. The reaction solution was evaporated, water was then added and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and evaporated.

Aufarbeitung

  1. customThe reaction solution was evaporated
  2. additionwater was then added
  3. extractionthe mixture was extracted three times with ethyl acetate
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4f6d68fa76cc4e3094b0e29fbb8b8a74
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187428B2

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