Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Hydroxybiphenyl | HCID 7103 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Methyloctanoic acid | HCID 94251 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22157313 | HCID 22157313 | 92.5% |
Reaction Steps
Then, 2.02 g (12.8 mmol) of the above (+)-2-methyl octanoic acid, 2.02 g (11.9 mmol) of 4-hydroxy biphenyl and 10 ml of toluene were charged into a flask, and further 1.0 ml (13.7 mmol) of thionyl chloride was added with stirring, which were then reacted for 9 hours while maintaining at a temperature of 70°~80° C. After the completion of the reaction, the reaction mixture was cooled to room temperature, added with water to decompose excess thionyl chloride, washed with water and then dried on anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified through a column chromatography of silica gel to obtain 3.43 g of an oily (+)-biphenyl-2-methyloctanoate having a specific rotary power [α]25D =+16.3° (2.6% by weight, in chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04970023 |
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| Source dataset | uspto-grants-1990_11 |
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| ORD ID | ord-f4eeb005f17e46479cdc908139d87445 |
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| Source note | uspto-grants-1990_11 |
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