Benzaldehyde → 1,2-Diphenylethanol

HRID 41320

Reaktionsgleichung

Reaktionsgleichung von HRID 41320
[CH2:1]([Mg]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1.[CH:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>[O-]S([O-])(=O)=O.[Na+].[Na+]>[C:16]1([CH:15]([OH:22])[CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 8028TetrahydrofuranHCID 178419663HCID 178419663, Verbindung

Produkt 1

HCID 941781,2-Diphenylethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24436Sodium SulfateLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

To 100 mL (0.10 mol) of 1.0 M BnMgBr in THF 9.50 g (90 mmol) of benzaldehyde (2) was added with vigorous stirring at −10° C. This mixture was slowly warmed to room temperature and then stirred for 2 hr at this temperature. The mixture was added to 300 mL of saturated aqueous Na2SO4. The organic layer was separated and washed with saturated aqueous NH4Cl. The aqueous layer was extracted with 2×100 mL of diethyl ether. The combined organic extracts were evaporated to dryness, and the residue was dissolved in 100 mL of dichloromethane. The obtained solution was dried over Na2SO4 and evaporated to dryness. This crude product was further used without an additional purification. Yield 12.0 g (67%) of the title compound.

Aufarbeitung

  1. temperatureThis mixture was slowly warmed to room temperature
  2. stirringstirred for 2 hr at this temperature
  3. customThe organic layer was separated
  4. washwashed with saturated aqueous NH4Cl
  5. extractionThe aqueous layer was extracted with 2×100 mL of diethyl ether
  6. customThe combined organic extracts were evaporated to dryness
  7. dissolutionthe residue was dissolved in 100 mL of dichloromethane
  8. dry with materialThe obtained solution was dried over Na2SO4
  9. customevaporated to dryness
  10. customThis crude product was further used without an additional purification

Quellen und Nachweise

ORD-Eintrag
ord-a92efe51f65c46a4a278f1dc879cb1d8
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530593B2

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