Triethylamine → HCID 178453934, Verbindung

HRID 645463Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 645463
Cl.[CH2:2]1[C:10]2[C:5](=[C:6]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[C:17]([O:21][C:22](=[O:32])[NH:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([CH:30]=O)[CH2:26][CH2:25]1)([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])[O-].[K+].[K+]>ClC(Cl)C.O>[C:17]([O:21][C:22](=[O:32])[NH:23][C@H:24]1[CH2:25][CH2:26][C@H:27]([CH2:30][N:14]2[CH2:13][CH2:12][N:11]([C:6]3[CH:7]=[CH:8][CH:9]=[C:10]4[C:5]=3[CH2:4][CH2:3][CH2:2]4)[CH2:16][CH2:15]2)[CH2:28][CH2:29]1)([CH3:20])([CH3:18])[CH3:19]

Komponenten

8

Edukt 5

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 210731941-Indan-4-yl-piperazine hydrochlorideHCID 178453955HCID 178453955, Verbindung

Produkt 1

HCID 178453934HCID 178453934, VerbindungAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

3.58 g (15 mmol) of 1-(indan-4-yl)-piperazine hydrochloride and 3.41 g (15 mmol) of trans-(4-formyl-cyclohexyl)-carbamic acid tert-butylester were dissolved in dichloroethane (120 ml), 2.1 ml (15 mmol) triethylamine was added, then 4.6 g (22 mmol) sodium triacetoxyborohydride was added portionswise and the reaction mixture was stirred for 20 hours at ambient temperature, then 20% potassium carbonate solution in water (40 ml) was added. The organic layer was separated, dried and evaporated to dryness in vacuo. The precipitate was recrystallized from acetonitrile to give the title compound 5.1 g (yield: 82.2%), m.p.: 131-4° C.

Aufarbeitung

  1. customThe organic layer was separated
  2. customdried
  3. customevaporated to dryness in vacuo
  4. customThe precipitate was recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-03a98b59572c4e0b93557da14c3f2dd7
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07705003B2

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