Chloroacetone → 1-(3-Bromo-4-fluorophenylthio)propan-2-one
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([SH:9])[CH:5]=[CH:6][C:7]=1[F:8].Cl[CH2:11][C:12](=[O:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([S:9][CH2:11][C:12](=[O:14])[CH3:13])[CH:5]=[CH:6][C:7]=1[F:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Using analogous reagents and reaction conditions as described in Example 24 for the preparation of I-24a above, 3-bromo-4-fluoro-benzenethiol (2.0 g, 9.756 mmol) was reacted with 1-chloro-propan-2-one (0.86 mL, 10.73 mmol), DMF (6.0 mL), and potassium carbonate (2.69 g, 19.51 mmol) to afford crude product which was purified by column on silica gel (5% ethyl acetate in hexane) to afford 2.1 g of the product (82% yield).
Workup
- customreagents and reaction conditions
- customto afford crude product which
- customwas purified by column on silica gel (5% ethyl acetate in hexane)
Sources & evidence
- ORD record
- ord-dc5f46720bb2403a870019802195566a
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09029399B2
Reaction notes
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