Réaction #640539

ord-73eedfa891fa4f6d9a6f0fc3572d1a00

Équation de réaction

Cc1cccc(C)c1N
2,6-Dimethylaniline
CCOC(=O)CBr
ethyl bromoacetate
Br.Cc1cccc(C)c1NCC(=O)O
N-(2,6-Dimethylphenyl)glycine hydrobromide salt
Cc1cccc(C)c1NCC(=O)O
N-(2,6 Dimethylphenyl)glycine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA precipitated
  2. 2
    Autreformed which
  3. 3
    Autrewas collected
  4. 4
    Autretriturated with dichloromethane (25 mL)

Mode opératoire

2,6-Dimethylaniline (6.1 g, 50.4 mmol), and ethyl bromoacetate (8.4 g, 50.4 mmol) were refluxed neat for 10 min. The reaction mixture was cooled to room temperature and poured into dichloromethane (75 mL). A precipitated formed which was collected and triturated with dichloromethane (25 mL). N-(2,6-Dimethylphenyl)glycine hydrobromide salt (1.21 g, 4.6 mmol, 9.0%) was collected as a white crystalline solid. 1H NMR (CD3OD) d 2.48 (s, 6H), 4.29 (s, 2H), 7.00-7.10 (m, 3H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE042889E1uspto-grants-2011_11