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Triphenylphosphine → HCID 22733426, Verbindung

HRID 2084565
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2084565
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[CH:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][C:16]=1O)=O)[CH2:8]2.C12(CC(NC3C=CC(O)=CC=3O)=O)CC3CC(CC(C3)C1)C2.C12CC3CC(CC(C3)C1=CC(O)=O)C2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CC=CC=1[S:84]SC1C=CC=CN=1.C(N(C(C)C)C(C)C)C.[OH-].OC1C=C(O)C=CC=1N>ClCCl>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[CH:11][C:12]1[S:84][C:16]3[CH:17]=[C:18]([OH:21])[CH:19]=[CH:20][C:15]=3[N:14]=1)[CH2:8]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 7

HCID 11776TriphenylphosphineHCID 650932,2'-Dipyridyl disulfideHCID 81531DiisopropylethylamineHCID 2842562Adamantan-2-ylideneacetic acidHCID 22733386HCID 22733386, VerbindungHCID 22733406HCID 22733406, Verbindung
HCID 22733430
HCID 22733430, Verbindung

Produkt 1

HCID 22733426HCID 22733426, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-(Adamantan-2-ylidene)-N-(2,4-dihydroxyphenyl)acetamide (formula VII) 3.0 g (adamantan-2-ylidene)acetic acid (formula R3COOH), 5.91 g triphenylphosphane and 4.95 g dipyridyldisulfide, dissolved in 100 ml of dichloromethane, are stirred at room temperature overnight. To the mixture obtained, 5.13 ml of N-ethyl-diisopropylamine and 4.83 g 2,4-dihydroxyaniline hydroxide (formula V) are added and the mixture is stirred for about 24 hours, the solvent is evaporated off, the evaporation residue is dissolved in ethyl acetate and extracted with a saturated aqueous NaH2PO4 solution and brine. The organic layer is dried, the solvent is evaporated off and the residue is purified by chromatography. The title compound is obtained (m.p. 166-169°).

Aufarbeitung

  1. customTo the mixture obtained
  2. stirringthe mixture is stirred for about 24 hours
  3. customthe solvent is evaporated off
  4. dissolutionthe evaporation residue is dissolved in ethyl acetate
  5. extractionextracted with a saturated aqueous NaH2PO4 solution and brine
  6. customThe organic layer is dried
  7. customthe solvent is evaporated off
  8. customthe residue is purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-45d29ac6cdaf45a9814c272cbec6f5c4
Quelldatensatz
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06716865B1

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