3-Chloroaniline → HCID 54469342, Verbindung

HRID 342147Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 342147
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:9]([O:13][C:14]([NH:16][CH:17]([CH2:20][C:21]#CC)[CH:18]=O)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].CCOC(C)=O>ClC(Cl)C>[C:9]([O:13][C:14]([NH:16][CH:17]([CH2:20][CH2:21][NH:5][C:4]1[CH:6]=[CH:7][CH:8]=[C:2]([Cl:1])[CH:3]=1)[CH3:18])=[O:15])([CH3:12])([CH3:11])[CH3:10]

Komponenten

6

Edukt 4

HCID 79323-ChloroanilineHCID 8857Ethyl AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 45092115Tert-butyl N-(1-oxohex-4-YN-2-YL)carbamate

Produkt 1

HCID 54469342HCID 54469342, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

To a 0° C. solution of 3-chloroaniline (4.33 mL, 40.9 mmol), the product from Step F (ca. 41 mmol), and crushed 4 Å molecular sieves (10 g) in dichloroethane (100 mL) under nitrogen was added sodium triacetoxyborohydride (12.9 g, 61.5 mmol). The reaction was stirred for one hour, then warmed to room temperature. After 3 hours, the solution was poured into EtOAc and washed with water, sat. NaHCO3 soln. and brine. The solution was dried over sodium sulfate and concentrated in vacuo to provide the crude product.

Aufarbeitung

  1. waitAfter 3 hours
  2. washwashed with water, sat. NaHCO3 soln
  3. dry with materialThe solution was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-37775437f4784060b1ac8190658d5783
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05856326

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