Triethylamine → 1-(3,5-difluorophenyl)ethyl-N-[(3,4-dimethoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amine

HRID 2269444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2269444
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([O:20][CH3:21])=[C:13]([O:22][CH3:23])[CH:12]=2)=O)=[CH:5][CH:4]=1.Cl.[F:25][C:26]1[CH:27]=[C:28]([CH:33]([NH2:35])[CH3:34])[CH:29]=[C:30]([F:32])[CH:31]=1.C(N(CC)CC)C.C([BH3-])#N.[Na+]>[Ti](Cl)(Cl)(Cl)Cl.C(O)(=O)C>[F:25][C:26]1[CH:27]=[C:28]([CH:33]([NH:35][CH:9]([C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([O:20][CH3:21])=[C:13]([O:22][CH3:23])[CH:12]=2)[C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH3:34])[CH:29]=[C:30]([F:32])[CH:31]=1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 5003444Sodium cyanoborohydrideHCID 18334221HCID 18334221, VerbindungHCID 183470361-(3,5-Difluorophenyl)ethanamine hydrochloride

Produkt 1

HCID 183470481-(3,5-difluorophenyl)ethyl-N-[(3,4-dimethoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amineAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24193Titanium TetrachlorideKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Following a similar procedure to that described in Example (1a), 750 mg of 3,4-dimethoxy-5-nitrophenyl 4-methoxyphenyl ketone, 915 mg of 1-(3,5-difluorophenyl)ethylamine hydrochloride, 1.98 ml of triethylamine, 0.31 ml of titanium tetrachloride, 660 mg of sodium cyanoborohydride and 0.20 ml of acetic acid were reacted, to obtain 990 mg of the title compound as a yellow oil.

Aufarbeitung

  1. customwere reacted

Quellen und Nachweise

ORD-Eintrag
ord-5d6affbdf54448e796c7783a29a4bb76
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329405B1

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