Dimethylformamide → HCID 178468747, Verbindung

HRID 1591130

Reaktionsgleichung

Reaktionsgleichung von HRID 1591130
ClC[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]2([CH3:18])[CH3:17])=O.[Cl-].[C:20]([C:25]1[CH:33]=[CH:32][C:28]([C:29]([NH2:31])=[NH2+])=[CH:27][CH:26]=1)([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+].[CH3:40][N:41](C)C=O>>[C:20]([C:25]1[CH:26]=[CH:27][C:28]([C:29]2[N:31]=[C:3]([C:5]3[CH:14]=[CH:13][C:12]4[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][C:8]([CH3:18])([CH3:17])[C:7]=4[CH:6]=3)[NH:41][CH:40]=2)=[CH:32][CH:33]=1)([O:22][CH2:23][CH3:24])=[O:21]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 147265332-Chloro-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethanoneHCID 677902914-Amidinobenzoic acid ethyl ester hydrochloride

Produkt 1

HCID 178468747HCID 178468747, Verbindung

Versuchsvorschrift

2.6 g (10 millimoles) of 6-chloroacetyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene (for preparation see Example 28), 2.1 g (10 millimoles) of 4-carbethoxybenzamidinium chloride and 5 g of potassium carbonate in 100 ml of dimethylformamide were refluxed for 1 hour. After cooling, the mixture was poured onto water and stirred for 10 minutes, and the precipitate formed was filtered off under suction. Purification by column chromatography (silica gel; 9:1 n-heptane/ethyl acetate) gave 0.3 g of the title compound of melting point 186°-188° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. additionthe mixture was poured onto water
  3. customthe precipitate formed
  4. filtrationwas filtered off under suction
  5. customPurification by column chromatography (silica gel; 9:1 n-heptane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-53aba48a71df481095092626935bfa1a
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05206242

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