1-Bromo-4-(methylsulphonyl)benzene → HCID 58521998, compound
Reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].[CH3:19][S:20]([C:23]1[CH:28]=[CH:27][C:26](Br)=[CH:25][CH:24]=1)(=[O:22])=[O:21]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:26]1[CH:27]=[CH:28][C:23]([S:20]([CH3:19])(=[O:22])=[O:21])=[CH:24][CH:25]=1)([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
Following the general method as outlined in Intermediate 20, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and 4-bromophenyl methyl sulfone, the title compound was obtained as a brown sticky solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.
Sources & evidence
- ORD record
- ord-f42cbda43cb644adac356fe398dad63e
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08273769B2
Reaction notes
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