Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-dodecylbenzoic Acid | HCID 122418 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19778816 | HCID 19778816 | — |
Reaction Steps
2-Dodecylbenzoyl chloride was prepared from 2-dodecylbenzoic acid (4.06 g, 14 mmoles) and excess thionyl chloride in methylene chloride at 23° C. for 1 hour. Following evaporation of the solvents, the acid chloride was used without purification. A solution of this acid chloride in tetrahydrofuran (15 ml) was added to the cold solution of dianion prepared above, followed by an additional amount of 2.12M n-butyl lithium (6.6 ml). The solution was warmed to -20° C., stirred for 1 hour and poured into cold 1N hydrochloric acid. The mixture was extracted with diethyl ether. The extracts were washed with water, dried and evaporated. The crude product was recrystallized from acetonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05189226 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-6991306a5e094153bd627c5d6c26baab |
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| Source note | uspto-grants-1993_02 |
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