Benzene → 2-[2-(4-Methoxycarbonylmethylphenoxy)-1-methylethyl]amino-1-(2-chlorophenyl)ethanol

HRID 1682702Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1682702
[NH2:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[OH:4].O=[C:13]([CH3:27])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH3:26])=[O:24])=[CH:18][CH:17]=1.C1C=CC=CC=1.C([BH3-])#N.[Na+]>CO>[CH3:26][O:25][C:23]([CH2:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:13]([NH:1][CH2:2][CH:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[Cl:11])[OH:4])[CH3:27])=[CH:21][CH:20]=1)=[O:24]

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 1467812-Amino-1-(2-chlorophenyl)ethanolHCID 5003444Sodium cyanoborohydrideHCID 21832178Methyl 4-(2-oxopropoxy)phenylacetate

Produkt 1

HCID 541530662-[2-(4-Methoxycarbonylmethylphenoxy)-1-methylethyl]amino-1-(2-chlorophenyl)ethanolAusbeute 73,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Following a procedure similar to that described in Example 6, but using 2 g of 2-amino-1-(2-chlorophenyl)ethanol (prepared as described in Preparation 11), 3.11 g of methyl 4-(2-oxopropoxy)phenylacetate (prepared as described in Preparation 3), 60 ml of benzene, 50 ml of absolute methanol and 2.3 g of sodium cyanoborohydride, 3.25 g of the title compound were obtained having an Rf=0.39 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent).

Quellen und Nachweise

ORD-Eintrag
ord-720dffa8e95d4e4da23392f6ce37e9c8
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05635534

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