Triethylsilane → Ethyl 2-[2-bromo-4-(2-bromoethyl)phenoxy]acetate
Reaction equation
[Br:1][C:2]1[CH:14]=[C:13]([C:15](=O)[CH2:16][Br:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Br:1][C:2]1[CH:14]=[C:13]([CH2:15][CH2:16][Br:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a solution of ethyl 2-[2-bromo-4-(2-bromoacetyl)phenoxy]acetate (2.12 g) in trifluoroacetic acid (4.29 ml) was added triethylsilane (2.67 ml), and the mixture was stirred for 1 hour at 50° C. After concentration of the reaction mixture under reduced pressure, purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) gave ethyl 2-[2-bromo-4-(2-bromoethyl)phenoxy]acetate (1.84 g).
Workup
- customAfter concentration of the reaction mixture under reduced pressure, purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)
Sources & evidence
- ORD record
- ord-b4083cb0c299407db04e764c7c9fb9a7
- Source dataset
- uspto-grants-2003_03
- Patent number
- US06538152B1
Reaction notes
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