Triphenylphosphine → ((3-Chlorothieno[3,2-b]pyridin-5-yl)methyl)triphenylphosphonium chloride

HRID 2259486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2259486
[Cl:1][C:2]1[C:6]2=[N:7][C:8]([CH2:11]Cl)=[CH:9][CH:10]=[C:5]2[S:4][CH:3]=1.[P:13]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CC#N>[Cl-:1].[Cl:1][C:2]1[C:6]2=[N:7][C:8]([CH2:11][P+:13]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:9][CH:10]=[C:5]2[S:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 190028563-Chloro-5-(chloromethyl)thieno[3,2-b]-pyridine

Produkt 1

HCID 88252540((3-Chlorothieno[3,2-b]pyridin-5-yl)methyl)triphenylphosphonium chlorideAusbeute 159 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 3-chloro-5-(chloromethyl)thieno[3,2-b]-pyridine (1.2 g, 5.5 mmol) in CH3CN (20 mL) was added P(Ph)3 (2.88 g, 11 mmol). The mixture was refluxed for 20 hr. and was then evaporated to dryness. Et2O (8 mL) was added. The mixture was stirred vigorously and the crystalline salt was filtered and washed with more Et2O to give. 2.1 g (81%) of the title compound.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 20 hr
  2. customand was then evaporated to dryness
  3. additionEt2O (8 mL) was added
  4. filtrationthe crystalline salt was filtered
  5. washwashed with more Et2O
  6. customto give

Quellen und Nachweise

ORD-Eintrag
ord-e9627dcfb2e64002af7c87094f894747
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05472964

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