Morpholine → 4-((3-Bromo-4-fluorophenyl)sulfonyl)morpholine
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:9]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3-Bromo-4-fluorobenzene-1-sulfonyl chloride (0.44 g, 1.609 mmol) in tetrahydrofuran (10 mL) was treated with morpholine (0.294 g, 3.38 mmol). The reaction mixture was stirred for 16 hours at ambient temperature. The solvent was removed, and the residue was loaded onto a silica gel column and eluted with 20% ethyl acetate in hexanes to give the title compound (0.45 g, 1.388 mmol, 86% yield).
Workup
- customThe solvent was removed
- washeluted with 20% ethyl acetate in hexanes
Sources & evidence
- ORD record
- ord-4ec98ea26d7042daab1e68f869d4ec56
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09296741B2
Reaction notes
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