Phenethyl bromide → HCID 22245767, Verbindung

HRID 1724695Notizen

Reaktionsgleichung

[CH2:1](Br)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31].C(N(CC)CC)C.[Cl-].[NH4+]>C(#N)C>[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][N:23]([CH2:1][CH2:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)[CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

200 mg of phenethyl bromide was added to a mixture solution of 350 mg of the Compound (1) obtained in the Example 1 and 172 mg of triethylamine in 5 ml of acetonitrile, and the mixture was stirred for 5 hours at 60° C. Then, 5 ml of saturated ammonium chloride solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure to give a residue. The obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1) to give 390 mg (83%) of the above-mentioned compound (28).

Aufarbeitung

extractionthe mixture was extracted with ethyl acetate
washThe extract was washed with brine
customdried
concentrationconcentrated under reduced pressure
customto give a residue
customThe obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag: ord-c06b2dfcc04e47298e656195d3cb85a1
Quelldatensatz: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07488738B2

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