Butylamine → Ethyl 3-(2-butylcarbamoylphenyl)-2-methylacrylate

HRID 1792958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1792958
[CH2:1]([O:3][C:4]([C:6]([CH3:17])=[CH:7][C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=O)=[O:5])[CH3:2].C(N(CC)CC)C.F[B-](F)(F)F.C(C(=NOC(N(C)C)=[N+](C)C)C(OCC)=O)#N.[CH2:47]([NH2:51])[CH2:48][CH2:49][CH3:50]>CN(C)C=O>[CH2:47]([NH:51][C:10]([C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[CH:7]=[C:6]([CH3:17])[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[O:12])[CH2:48][CH2:49][CH3:50]

Komponenten

6

Edukt 4

HCID 8007ButylamineHCID 8471Triethylamine2×HCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 690545382-(2-Ethoxycarbonylpropen-1-yl)benzoic acid

Produkt 1

HCID 69055256Ethyl 3-(2-butylcarbamoylphenyl)-2-methylacrylateAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

Ethyl 3-(2-butylcarbamoylphenyl)-2-methylacrylate is prepared as described in Example 30, starting with 1.17 g (5.0 mmol) of 2-(2-ethoxycarbonylpropen-1-yl)benzoic acid in 10 cm3 of dimethylformamide, a solution of 0.69 cm3 (5.0 mmol) of triethylamine, 1.64 g (5.0 mmol) of O-[(cyano(ethoxycarbonyl)methylene)amino]-1,1,3,3-tetramethyluronium tetrafluoroborate (“TOTU”) in 6 cm3 of dimethylformamide and a second solution consisting of 366 mg (5.0 mmol) of n-butylamine and 0.69 cm3 (5.0 mmol) of triethylamine in 10 cm3 of dimethylformamide. 1.13 g of ethyl 3-(2-butylcarbamoylphenyl)-2-methylacrylate are thus obtained in the form of a yellowish oil, which can be reacted in the following step without further purification.

Aufarbeitung

  1. customEthyl 3-(2-butylcarbamoylphenyl)-2-methylacrylate is prepared

Quellen und Nachweise

ORD-Eintrag
ord-a9829b5a2b6d4b1e89b997d8209c3e25
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07078428B2

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