Reaktion #155642

ord-159bc30cce2642eea6900f4e4030b699

Reaktionsgleichung

CC(C)(N)CO
2-amino-2-methyl-1-propanol
CC(C)(C)c1ccc(C(=O)Cl)cc1
4-tert-butylbenzoyl chloride
CC(C)(CO)NC(=O)c1ccc(C(C)(C)C)cc1
title compound
Ausbeute 105.5%
CC(C)(CO)NC(=O)c1ccc(C(C)(C)C)cc1
4-tert-Butyl-N-(2-hydroxy-1,1-dimethyl-ethyl)-benzamide
Ausbeute 105.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefitted with a stir bar
  2. 2
    TemperaturEstablished and maintained nitrogen atmosphere
  3. 3
    SonstigeA white precipitate formed
  4. 4
    workup.STIRRINGStirred at room temperature overnight
  5. 5
    SonstigeRemoved the solids
  6. 6
    Filtrationby filtration
  7. 7
    Waschenwashed with CH2Cl2
  8. 8
    SonstigeRemoved the solvent from the filtrate on rotavap
  9. 9
    Sonstigedried at 60°/4 torr

Vorschrift

30.95 g (347 mmol) of 2-amino-2-methyl-1-propanol was weighed into a 500 mL Erlenmeyer flask fitted with a stir bar and septum. Added 200 mL CH2Cl2. Established and maintained nitrogen atmosphere. Stirred the solution in an ice/water bath. Added 34 mL (174 mmol) of 4-tert-butylbenzoyl chloride dropwise over 30 min. A white precipitate formed. Stirred at room temperature overnight. Removed the solids by filtration and washed with CH2Cl2. Removed the solvent from the filtrate on rotavap and dried at 60°/4 torr to obtain 45.79 g of the title compound as a light yellow resin. MS (EST) 248 (M−H)−.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822457B2uspto-grants-2014_09