Triethylamine → HCID 67344502, compound
Reaction equation
C(N(CC)CC)C.[C:8]1(/[CH:14]=[CH:15]/[S:16](Cl)(=[O:18])=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:20][C:21]1[CH:33]=[C:32]([O:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:31]=[CH:30][C:22]=1[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24].C(=O)([O-])O.[Na+]>C(Cl)Cl>[O:34]([C:32]1[CH:31]=[CH:30][C:22]([C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24])=[C:21]([NH:20][S:16](/[CH:15]=[CH:14]/[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)(=[O:18])=[O:17])[CH:33]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1Participants
6
Procedure
0.056 mL of triethylamine and 61 mg of ((E)-2-phenylvinyl)sulfonyl chloride were added to 5.0 mL of methylene chloride solution containing 57 mg of tert-butyl 2-amino-4-phenoxybenzoate at room, temperature sequentially and stirred at the same temperature for 1 hour. A saturated sodium hydrogen carbonate aqueous solution was added to the reaction mixture, and the organic layer was separated, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=4:1] to obtain tert-butyl 4-phenoxy-2-(((E)-2-phenylvinyl)sulfonamido)benzoate.
Workup
- customthe organic layer was separated
- customthe solvent was evaporated under reduced pressure
- customThe obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=4:1]
Sources & evidence
- ORD record
- ord-70efdfaa7e954780abf4d8245be1b0da
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07999132B2
Reaction notes
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