Methanethiol → 3,3-Dimethyl-4-fluoro-1-methylthio-butan-2-one
Reaction equation
[CH3:1][SH:2].C[O-].[Na+].Br[CH2:7][C:8](=[O:14])[C:9]([CH3:13])([CH3:12])[CH2:10][F:11]>CO>[CH3:12][C:9]([CH3:13])([CH2:10][F:11])[C:8](=[O:14])[CH2:7][S:2][CH3:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
40 g (0.83 mol) of methylmercaptan were passed into 150 ml of methanol at -20° C. A solution of 45 g (0.83 mol) of sodium methylate in 200 ml of methanol was then added dropwise to the same temperature. 154 g (0.78 mol) of 1-bromo-3,3-dimethyl-4-fluoro-butan-2-one were now added dropwise at 0° C. The mixture was stirred for a further 12 hours at 20° C., the inorganic precipitate was filtered off and the filtrate was distilled. 99 g (77% of theory) of 3,3-dimethyl-4-fluoro-1-methylthio-butan-2-one of boiling point 86° C./10 mm Hg were obtained. ##STR30##
Workup
- filtrationthe inorganic precipitate was filtered off
- distillationthe filtrate was distilled
Sources & evidence
- ORD record
- ord-9c17e6bcc3004f8795d3fcf8f7793b19
- Source dataset
- uspto-grants-1982_02
- Patent number
- US04316910
Reaction notes
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