1-Butanol → HCID 13715336, Verbindung

HRID 1607123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1607123
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][CH:14]2[O:16][CH2:15]2)[NH:5][CH:4]=1)#[N:2].C(O)CCC.[O:22]([CH:26]([CH3:34])[CH2:27][C:28]([NH:30][CH2:31][CH2:32][NH2:33])=[O:29])[N+:23]([O-:25])=[O:24].[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39]>CO>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39].[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][CH:14]([OH:16])[CH2:15][NH:33][CH2:32][CH2:31][NH:30][C:28](=[O:29])[CH2:27][CH:26]([O:22][N+:23]([O-:25])=[O:24])[CH3:34])[NH:5][CH:4]=1)#[N:2]

Komponenten

6

Edukt 4

HCID 2631-ButanolHCID 444972Fumaric AcidHCID 12798005HCID 12798005, VerbindungHCID 137153344-[(2-Aminoethyl)amino]-4-oxobutan-2-yl nitrate

Produkt 1

HCID 13715336HCID 13715336, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

4.2 g. 1-(3-cyanoindol-4-yloxy)-2,3-epoxypropane (see European patent specification No. 0,045,910) are suspended in 100 ml. n-butanol, mixed with 11.5 g. 2-(3-nitroxybutanoylamino)-ethylamine and stirred for 2 days at ambient temperature. After removal of the solvent, the residue is chromatographed on silica gel with methylene chloride/methanol (95:5 v/v) and methylene chloride/methanolic ammonia solution (95:5 v/v). From the appropriate fractions, after removal of the solvent, there are obtained 4.6 g. of base. By dissolving in methanol and adding the calculated amount of fumaric acid, there are obtained, after suction filtration, 3.9 g. (40% of theory) of the desired fumarate; m.p. 155°-156° C.

Aufarbeitung

  1. customAfter removal of the solvent
  2. customthe residue is chromatographed on silica gel with methylene chloride/methanol (95:5 v/v) and methylene chloride/methanolic ammonia solution (95:5 v/v)
  3. customFrom the appropriate fractions, after removal of the solvent, there
  4. customare obtained 4.6 g
  5. customare obtained
  6. filtrationafter suction filtration, 3.9 g

Quellen und Nachweise

ORD-Eintrag
ord-a959de38b0a8486eaf8ef1a28814a2d3
Quelldatensatz
uspto-grants-1989_09
Patentnummer
US04863949

Notizen zur Reaktion

Wird geladen…