Phthalaldehydic acid → (3-Oxo-1,3-dihydro-isobenzofuran-1-yl)-(2,4,4-trimethylpentyl)-phosphinic acid

HRID 1661855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1661855
[C:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7])([OH:3])=O.[CH3:12][CH:13]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:14][PH:15](=[O:17])[OH:16]>C1(C)C(C)=CC=CC=1>[O:3]=[C:1]1[C:4]2[C:5](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]([P:15]([CH2:14][CH:13]([CH3:12])[CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:16])[OH:17])[O:7]1

Komponenten

4

Edukt 2

HCID 8406Phthalaldehydic acidHCID 178460681HCID 178460681, Verbindung

Produkt 1

HCID 57909099(3-Oxo-1,3-dihydro-isobenzofuran-1-yl)-(2,4,4-trimethylpentyl)-phosphinic acidAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A mixture of 15 grams (0.1 moles) of 2-carboxybenzaldehyde and 17.82 grams of 2,4,4-trimethylpentyl phosphinic acid in 100 mL of xylene is heated to reflux and 1.8 mL of water is collected by azeotropic distillation using a Dean-Stark receiver. The xylene solvent is removed in vacuo and the residue is crystallized with a mixture of 50 mL of ethyl acetate and 100 mL heptane to yield 17.2 grams (56% yield) (3-oxo-1,3-dihydro-isobenzofuran-1-yl)-(2,4,4-trimethylpentyl)-phosphinic acid as an off-white powder, mp 117-121° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureto reflux
  3. distillation1.8 mL of water is collected by azeotropic distillation
  4. customThe xylene solvent is removed in vacuo
  5. customthe residue is crystallized with a mixture of 50 mL of ethyl acetate and 100 mL heptane

Quellen und Nachweise

ORD-Eintrag
ord-03064dc1d79a41c499a68e3ad1a5145e
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030435B2

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