Triethylamine → HCID 59692068, Verbindung

HRID 898675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 898675
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([CH:13]=[O:14])[CH:12]=1)[O:9][C:8]([CH3:16])([CH3:15])[CH2:7][C:6]2([CH3:18])[CH3:17])#[CH:2].[CH3:19][O:20][C:21](=[O:30])[CH2:22][C:23]1[CH:28]=[CH:27][C:26](I)=[CH:25][CH:24]=1.C(N(CC)CC)C.C(OCC)(=O)C>CCCCCC.[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>[CH3:19][O:20][C:21](=[O:30])[CH2:22][C:23]1[CH:24]=[CH:25][C:26]([C:2]#[C:1][C:3]2[CH:4]=[C:5]3[C:10](=[C:11]([CH:13]=[O:14])[CH:12]=2)[O:9][C:8]([CH3:16])([CH3:15])[CH2:7][C:6]3([CH3:18])[CH3:17])=[CH:27][CH:28]=1

Komponenten

8

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 10378700Methyl 4-IodophenylacetateHCID 59692072HCID 59692072, Verbindung2×

Produkt 1

HCID 59692068HCID 59692068, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 178418476HCID 178418476, VerbindungKatalysatorHCID 8058HexaneLösungsmittel

Versuchsvorschrift

Following general procedure J and using 6-ethynyl-2,2,4,4-tetramethyl chroman-8-carbaldehyde (Compound 44, 0.39 g, 1.61 mmol), 4-iodo phenyl acetic acid methyl ester (0.444 g, 1.61 mmol), triethyl amine (10 mL), copper(I)iodide (0.025 g, 0.13 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.090 g, 0.13 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 5-20% ethyl acetate in hexane as the eluent the title compound was obtained as an oil (0.5 g, 80%).

Quellen und Nachweise

ORD-Eintrag
ord-2e4df7ad403245ba8c4c148d49826043
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07351737B2

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