Benzenesulfinic acid, sodium salt → HCID 20336760, compound
Reaction equation
Br[CH2:2][CH:3]=[C:4]([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:6][CH3:7].[C:11]1([S:17]([O-:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Na+]>>[CH2:5]([C:4]([CH2:8][CH2:9][CH3:10])=[CH:3][CH2:2][S:17]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:19])=[O:18])[CH2:6][CH3:7]Participants
Procedure
Using the procedure of Example I, 1-bromo-3-propyl-2-hexene was reacted with sodium phenyl sulfinate to form (3-propyl-2-hexenyl)-phenyl sulfone which was then reacted with ethyl β,β-dimethyl-acrylate to form ethyl dl-trans 3,3-dimethyl-2-(2'-propyl-1'-pentenyl)-cyclopropanecarboxylate having a boiling point of 80° C at 0.06 mm Hg and a refractive index nD22 = 1.464. The said ethyl ester was hydrolyzed under alkaline conditions to form dl-trans 3,3-dimethyl-2-(2'-propyl-1'-pentenyl)-cyclopropane carboxylic acid having a boiling point of 116° C at 0.05 mm Hg and a refractive index nD22 = 1.4755 which was then reacted with thionyl chloride to obtain dl-trans 3,3-dimethyl-2-(2'-propyl-1'-pentenyl)-cyclopropanecarboxylic acid chloride having a boiling point of 75° C at 0.04 mm Hg and a refractive index nD24 = 1.4795.
Sources & evidence
- ORD record
- ord-969d5fe7b1cf405380888ca5efb8fcfd
- Source dataset
- uspto-grants-1976_12
- Patent number
- US03997586
Reaction notes
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