Toluene triethylamine → HCID 68499700, Verbindung

HRID 41812

Reaktionsgleichung

Reaktionsgleichung von HRID 41812
[CH2:1]([C:5]1([CH2:41][CH2:42][CH2:43][CH3:44])[C:17]2[CH:16]=[C:15]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][C:23]([N:26]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:22][CH:21]=3)[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][C:8]([C:39]#[CH:40])=[CH:9][CH:10]=2)[CH2:2][CH2:3][CH3:4].C([N:47]([C:58]1[CH:63]=[CH:62][C:61](I)=[CH:60][CH:59]=1)[CH2:48][CH2:49][O:50][C:51]1[CH:56]=[CH:55][C:54]([OH:57])=[CH:53][CH:52]=1)C.[C:65]1(C)C=CC=C[CH:66]=1.CCN(CC)CC>[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:41]([C:5]1([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]2[CH:7]=[C:8]([C:39]#[C:40][C:59]3[CH:60]=[CH:61][C:62]([CH2:63][CH2:58][NH:47][CH2:48][CH2:49][O:50][C:51]4[CH:52]=[CH:53][C:54]([OH:57])=[CH:55][CH:56]=4)=[CH:66][CH:65]=3)[CH:9]=[CH:10][C:11]=2[C:12]2[C:17]1=[CH:16][C:15]([C:18]#[C:19][C:20]1[CH:21]=[CH:22][C:23]([N:26]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:24][CH:25]=1)=[CH:14][CH:13]=2)[CH2:42][CH2:43][CH3:44]

Komponenten

6

Edukt 3

HCID 22504574Toluene triethylamineHCID 685003304-[2-[Ethyl-(4-iodophenyl)amino]ethoxy]phenolHCID 866466424-[2-(9,9-Dibutyl-7-ethynyl-9H-fluoren-2-yl)ethynyl]-N,N-dihexylbenzenamine

Produkt 1

HCID 68499700HCID 68499700, VerbindungAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 178418476HCID 178418476, VerbindungKatalysator

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

The air is purged from a solution of 5b (155.9 mg, 0.266 mmol) and 6b (132.6 mg, 0.346 mmol) in 1.2 mL of toluene/Et3N (5/1) by argon bubbling for 20 min. Then, CuI (1.0 mg, 0.005 mmol) and Pd(PPh3)2Cl2 (3.7 mg, 0.005 mmol) are added, and the mixture is agitated at 40° C. for 16 h. The solvent is evaporated under reduced pressure, and the raw product is purified by chromatography in a silica gel column (heptane/CH2Cl2 70:30 then 20:80) to yield 127.9 mg (57%) of 1.

Aufarbeitung

  1. customThe solvent is evaporated under reduced pressure
  2. customthe raw product is purified by chromatography in a silica gel column (heptane/CH2Cl2 70:30

Quellen und Nachweise

ORD-Eintrag
ord-ea89c5ab9bfc46d9b5e44f495c58df26
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08535643B2

Verknüpfte Notizen

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