Benzoyl chloride → N-(1,1-Dimethyl-2-hydroxyethyl)benzamide

HRID 426850Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 426850
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>ClCCl>[C:7]([NH:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 7412Benzoyl chlorideHCID 118072-Amino-2-methyl-1-propanol

Produkt 1

HCID 639965N-(1,1-Dimethyl-2-hydroxyethyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a 250 ml dichloromethane solution containing 89 g (1.0 mol) 2-amino-2-methyl-1-propanol at 0° was added dropwise with stirring 70 g (0.5 mol) benzoyl chloride in 250 ml dichloromethane. The reaction mixture was warmed to room temperature and stirred for several hours. The 2-amino-2-methyl-1-propanol hydrochloride was removed from the reaction mixture by filtration and was thoroughly washed with dichloromethane. The filtrate and washings were combined and the dichloromethane removed under reduced pressure to afford 67.55 g (0.35 mol), 70%, 2-benzoylamino-2-methyl-1-propanol as a white solid, mp 80°-82°, sublimation at 75° (0.2 mm); ir (KBr) 1630 (c=o) cm-1 ; pmr (CDCl3) δ 1.50 (s, 6H), 3.67 (s, 2H), 5.27 (bs, 1H), 6.92 (bs, 1H) and 7.1-8.3 (m, 5H) ppm.

Aufarbeitung

  1. additionwas added dropwise
  2. customThe 2-amino-2-methyl-1-propanol hydrochloride was removed from the reaction mixture by filtration
  3. washwas thoroughly washed with dichloromethane
  4. customthe dichloromethane removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dfce4f8b23a24a4db44efe712d86e5d6
Quelldatensatz
uspto-grants-1979_10
Patentnummer
US04171452

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