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4-Chlorobenzaldehyde → Diethyl P-((4-chlorophenyl)hydroxymethyl)phosphonate

HRID 1460992
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1460992
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[P:10]([O-:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]([P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])[OH:7])=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 77264-ChlorobenzaldehydeHCID 3780918Diethylphosphite

Produkt 1

HCID 89363Diethyl P-((4-chlorophenyl)hydroxymethyl)phosphonateAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere a solution of 20.0 grams (0.143 mole) of 4-chlorobenzaldehyde and 19.7 grams (0.142 mole) of diethyl phosphite was stirred at ambient temperature for 4 days. Gas chromatographic analysis of the reaction mixture indicated the reaction had not gone to completion. Ten ml of triethylamine was added, and the reaction mixture was stirred at ambient temperature for an additional 4 days. Gas chromatographic analysis of the reaction mixture indicated the reaction mixture still had not gone to completion. The reaction mixture was warmed to 40°-50° C. where it was stirred for 24 hours. After this time the reaction mixture was concentrated under reduced pressure, yielding 39.2 grams of diethyl (4-chlorophenyl)hydroxymethylphosphonate.

Aufarbeitung

  1. temperatureThe reaction mixture was warmed to 40°-50° C. where it
  2. stirringwas stirred for 24 hours
  3. concentrationAfter this time the reaction mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b056500e66a74f749934260fb037bea6
Quelldatensatz
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05073564

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