Bromide ion → HCID 86713731, compound
Reaction equation
[Br-:1].C([N:4]([CH2:7][CH3:8])CC)C.[CH3:9][C:10]([S:13](Cl)=[O:14])([CH3:12])[CH3:11]>C(Cl)Cl>[Br:1][CH2:8][CH2:7][NH:4][S:13]([C:10]([CH3:12])([CH3:11])[CH3:9])=[O:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To a solution of 2-bromoethaneamomium bromide (410 mg, 2 mmol) in 20 mL of CH2Cl2 was added triethylamine (3697 μL, 5 mmol). The resulting mixture was stirred at a temperature of about 25° C. for 30 min, then cooled down at 0° C. 2-methylpropane-2-sulfinic chloride (0.73 mL, 2.2 mmol) was added dropwise, kept stirring for 1 hr and allowed to warm up to a temperature of about 25° C. and stirred for about 16 hours. The resulting mixture was condensed and purified by flash chromatography to provide 2-methyl-propane-2-sulfinic acid (2-bromo-ethyl)-amide as a white solid (0.42 g, 86% yield).
Workup
- temperaturecooled down at 0° C
- stirringkept stirring for 1 hr
- temperatureto warm up to a temperature of about 25° C.
- stirringstirred for about 16 hours
- customcondensed
- custompurified by flash chromatography
Sources & evidence
- ORD record
- ord-d3a10e0401694fdaa0d0508f192de5f6
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09346808B2
Reaction notes
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