Lithium Chloride → 4-Cyano-2-(2-phenylethynyl)benzaldehyde

HRID 343947

Reaktionsgleichung

Reaktionsgleichung von HRID 343947
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[C:5](S(C(F)(F)F)(=O)=O)[CH:4]=1)#[N:2].O1C=CC=C1P(C1OC=CC=1)C1OC=CC=1.[Cl-].[Li+].[C:36]1([C:42]#[C:43][Sn](CCCC)(CCCC)CCCC)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>CN1C(=O)CCC1>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[C:5]([C:43]#[C:42][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:4]=1)#[N:2]

Komponenten

6

Edukt 4

HCID 433294Lithium ChlorideHCID 521585Tris(furan-2-yl)phosphaneHCID 630640Tributyl(2-phenylethynyl)stannaneHCID 54002071HCID 54002071, Verbindung

Produkt 1

HCID 543568024-Cyano-2-(2-phenylethynyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

A mixture of 4-cyano-2-trifluoromethylsulphonyl-benzaldehyde (1.75 g, 6.3 mmol), tris(dibenzylidenacetone)dipalladium(o) (116 mg, 0.13 mmol), tris(2-furyl)phosphine (234 mg, 1.0 mmol) and anhydrous lithium chloride (0.8 g, 18.9 mmol) in dry N-methyl pyrrolidinone (18 ml) were reacted with (phenylethynyl)tri-n-butyltin (2.91 g, 7.4 mmol) for 3 hours at 50° C. and worked up following the procedure described in Example 15 (i). The crude oil was chromatographed on flash silica eluting with hexane-diethyl ether (4:1) to give 4-cyano-2-(2-phenylethynyl)benzaldehyde as a yellow solid.

Aufarbeitung

  1. customThe crude oil was chromatographed on flash silica eluting with hexane-diethyl ether (4:1)

Quellen und Nachweise

ORD-Eintrag
ord-2fe22a9cfc544a6bbcdf55fe959a3660
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863947

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