Reaction #1509579

ord-1b2887cd8a4e4cb6aaa467e11a900b57

Reaction equation

CC(=O)[O-].[Na+]
sodium acetate
CCOC(=O)CC(=O)C(C)C
4-methyl-3-oxo-pentanoic acid ethyl ester
BrBr
Bromine
CCOC(=O)C(Br)C(=O)C(C)C
Ethyl 2-bromo-4-methyl-3-oxopentanoate

Solvents

Conditions

Temperature
10°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureto warm to room temperature
  2. 2
    Concentrationwas concentrated in vacuum
  3. 3
    Otheraffording 3.8 g crude ethyl product which

Procedure

To a suspension of sodium acetate (1.9 g) in glacial acetic acid (15 ml) was added 4-methyl-3-oxo-pentanoic acid ethyl ester (2 g) and the reaction mixture cooled to 10° C. Bromine (0.7 ml) was then added dropwise. The resulting solution was allowed to warm to room temperature and stirred for 1 h. The reaction was complete (by TLC) and was concentrated in vacuum affording 3.8 g crude ethyl product which was used directly in the next synthetic step.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045323E1uspto-grants-2015_01