HCID 12850094, compound → HCID 12850095, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9]Br)=[CH:4][C:3]=1[S:12][CH3:13].[B-].[Na+]>CO>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[O:11][CH2:9]2)=[CH:4][C:3]=1[S:12][CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 18 g of 4'-methyl-3'-methylthio-2-bromoacetophenone and 300 ml of methanol was gradually added 8 g of sodium borohydrate and thereafter the mixture was stirred for one hour at 40°-50° C. After distilling off methanol from the reaction mixture, 200 ml of water was added to the residue and the product was extracted with 300 ml of benzene. Then, benzene was distilled off and the residue formed was purified by a silica gel column chromatography (eluant benzene) to provide 8.5 g of oily 4-methyl-3-methylthiostyrene oxide.
Workup
- distillationAfter distilling off methanol from the reaction mixture, 200 ml of water
- additionwas added to the residue
- extractionthe product was extracted with 300 ml of benzene
- distillationThen, benzene was distilled off
- customthe residue formed
- customwas purified by a silica gel column chromatography (eluant benzene)
Sources & evidence
- ORD record
- ord-04c442819e68443ab641666a33c311ac
- Source dataset
- uspto-grants-1989_11
- Patent number
- US04880841
Reaction notes
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