4-Fluoro-2-hydroxyphenacyl bromide → 6-Fluoro-2,3-dihydro-1-benzofuran-3-one
Reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[OH:12])=[O:4]>CN(C=O)C.O>[F:11][C:8]1[CH:9]=[CH:10][C:5]2[C:3](=[O:4])[CH2:2][O:12][C:6]=2[CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
CsCO3 (5.36 g) was added in portions over 10 min to an ice cold solution of Example 1109A (3.2 g) in DMF (140 mL). The resulting mixture was stirred for 30 min then diluted with water and extracted with ether (3×). the combined extracts were dried (Na2SO4), and concentrated to give 1.6 g of the title compound. MS ESI(−) m/e 151.1 (M−H)−.
Workup
- extractionextracted with ether (3×)
- dry with materialthe combined extracts were dried (Na2SO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-5017a460639f48b887a99440acc67f77
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07468371B2
Reaction notes
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