Hydrochloric Acid → (Diphenylphosphoryl)methanol

HRID 1882174

Reaktionsgleichung

Reaktionsgleichung von HRID 1882174
Cl.C=[O:3].[C:4]1([P:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)Cl)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:18]([O-])(O)=[O:19].[Na+]>>[OH:19][CH2:18][P:10](=[O:3])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 66180ChlorodiphenylphosphineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 608528(Diphenylphosphoryl)methanolAusbeute 89 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Hydroxymethyl diphenylphosphine oxide was prepared according to Lawrence & Jackson [J. Chem. Soc., Perkin Trans. 2002, 1, 2260]. To a mixture of HCl (18.9 ml) and aqueous formaldehyde (18.9 ml, 37 wt %) was added diphenyl chlorophosphine (2.80 ml, 10.6 mmol). The reaction mixture was heated to 100° C. for 18 hours under a nitrogen atmosphere. The reaction was neutralized with aqueous NaHCO3, and the aqueous phase was extracted with CH2Cl2 (3×30 ml). The organic phase was dried with anhydrous Na2SO4. Hydroxymethyl diphenylphosphine oxide (2.907 grams, 89% yield) was obtained after evaporation of the solvent as a colorless oil.

Aufarbeitung

  1. customHydroxymethyl diphenylphosphine oxide was prepared
  2. extractionthe aqueous phase was extracted with CH2Cl2 (3×30 ml)
  3. dry with materialThe organic phase was dried with anhydrous Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-1340b952200f473085230618bfccf1e2
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318960B2

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