Tert-Butylamine → 4-(2-Hydroxy-3-tert.-butylamino-propoxy)-2-ethoxycarbonyl-6-methylindole

HRID 903916Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 903916
[O:1]1[CH2:20][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:9]2.[C:21]([NH2:25])([CH3:24])([CH3:23])[CH3:22]>>[OH:1][CH:2]([CH2:20][NH:25][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:9]2

Komponenten

3

Edukt 2

HCID 6385Tert-ButylamineHCID 205275294-(2,3-Epoxypropoxy)-2-ethoxycarbonyl-6-methyl indole

Produkt 1

HCID 233355434-(2-Hydroxy-3-tert.-butylamino-propoxy)-2-ethoxycarbonyl-6-methylindoleAusbeute 71 %

Versuchsvorschrift

1.7 g 4-(2,3-epoxypropoxy)-2-ethoxycarbonyl-6-methyl-indole are dissolved in 25 ml tert.-butylamine. The solution is stored at room temperature for three days and then evaporated in vacuum. The residue is triturated with ether and aspirated. The crude product is dissolved in hot acetic ester and the solution is mixed with 0.3 ml glacial acetic acid. The precipitate resulting after cooling of the solution is aspirated and dried. There is obtained 1.8 g (~71% of theory) of 4-(2-hydroxy-3-tert.-butylamino-propoxy)-2-ethoxycarbonyl-6-methylindole as acetate; m.p. 181°-183° C.

Aufarbeitung

  1. customevaporated in vacuum
  2. customThe residue is triturated with ether
  3. dissolutionThe crude product is dissolved in hot acetic ester
  4. additionthe solution is mixed with 0.3 ml glacial acetic acid
  5. customThe precipitate resulting
  6. temperatureafter cooling of the solution
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-19836387e9c64fbdbc345a28c56ffee8
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04229464

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