3,4-Dichlorophenethylamine → [2-(3,4-Dichlorophenyl)-ethyl]-[4-(1,1-dimethylpropyl)-benzyl]-amine

HRID 855299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 855299
C1(C2C=CC(CNCCC3C=CC(F)=C(C(F)(F)F)C=3)=CC=2)CC1.[CH3:25][C:26]([C:30]1[CH:37]=[CH:36][C:33]([CH:34]=O)=[CH:32][CH:31]=1)([CH3:29])[CH2:27][CH3:28].[Cl:38][C:39]1[CH:40]=[C:41]([CH2:46][CH2:47][NH2:48])[CH:42]=[CH:43][C:44]=1[Cl:45].[BH4-].[Na+]>>[Cl:38][C:39]1[CH:40]=[C:41]([CH2:46][CH2:47][NH:48][CH2:34][C:33]2[CH:36]=[CH:37][C:30]([C:26]([CH3:29])([CH3:25])[CH2:27][CH3:28])=[CH:31][CH:32]=2)[CH:42]=[CH:43][C:44]=1[Cl:45]

Komponenten

5

Edukt 4

HCID 2179583,4-DichlorophenethylamineHCID 4737804-(2-Methylbutan-2-yl)benzaldehydeHCID 4311764Sodium borohydrideHCID 69342889(4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine

Produkt 1

HCID 69342919[2-(3,4-Dichlorophenyl)-ethyl]-[4-(1,1-dimethylpropyl)-benzyl]-amineAusbeute 97 %

Versuchsvorschrift

The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 4-(1,1-dimethylpropyl)-benzaldehyde (87.5 mg, 0.50 mmol), 2-(3,4-dichlorophenyl)-ethylamine (94 mg, 0.50 mmol) and sodium borohydride (28 mg, 0.75 mmol). The desired product (169 mg, 97%) was isolated without further purification as a colorless oil. MS (ISP) 350.3 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-5c9c6e8d63004548a552a8ea3fc5d344
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07259183B2

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