Reaction equation
[CH3:1][CH:2]([C:4](=[O:8])[CH:5]([CH3:7])[CH3:6])[CH3:3].BrBr.[OH:11]C(O)=O>C(Cl)(Cl)Cl>[OH:11][C:2]([CH3:3])([C:4](=[O:8])[CH:5]([CH3:7])[CH3:6])[CH3:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 28.3 ml. (0.2 mole) 2,4-dimethyl-3-pentanone in 100 ml. chloroform was added dropwise 10.3 ml. (0.2 mole) bromine in 30 ml. of the same solvent. The resulting mixture was stirred for a few minutes, the solvent evaporated in vacuo, the residue taken up in 100 ml. ethanol. Water, 50 ml., and 10 M sodium hydroxide, 50 ml., added. The resulting mixture was stirred at reflux for one hour, diluted with 200 ml. water and extracted with 3×50 ml. ethyl ether. The extracts were dried (MgSO4) evaporated to dryness and the residue distilled to obtain 15.95 g. (61%) of the hydroxy-ketone, b.p. 60°-62° C./18 mm.
Workup
- customthe solvent evaporated in vacuo
- addition, added
- stirringThe resulting mixture was stirred
- temperatureat reflux for one hour
- additiondiluted with 200 ml
- extractionwater and extracted with 3×50 ml
- dry with materialThe extracts were dried (MgSO4)
- customevaporated to dryness
- distillationthe residue distilled
- customto obtain 15.95 g
Sources & evidence
- ORD record
- ord-d03a9a3d122b4d058353165d01cba6ef
- Source dataset
- uspto-grants-1983_10
- Patent number
- US04411925
Linked notes
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