Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Isobutylene | HCID 8255 | — |
| Reactant | 4-(2-methylphenyl)-4-oxobutanoic acid | HCID 245269 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10634286 | HCID 10634286 | — |
Reaction Steps
A mixture of 4-(2-methylphenyl)-4-oxobutanoic acid (40 g), concentrated sulphuric acid (4 mL) and t-butanol (4 mL) in dichloromethane (200 mL) is cooled to 0° C., and isobutylene (about 400 mL) is condensed into the mixture. It is then stirred at 0° C. until t.l.c. shows reaction is complete. The excess isobutylene is allowed to evaporate, and then the mixture is treated carefully with saturated aqueous sodium bicarbonate solution (200 mL), with vigorous stirring. The organic layer is separated, filtered through a pad of silica gel with the aid of more dichloromethane, and concentrated in vacuo, to give t-butyl 4-(2-methylphenyl)-4-oxobutanoate (5 g), in the form of a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06211234B1 |
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| Source dataset | uspto-grants-2001_04 |
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| ORD ID | ord-c1f6ea63657446f5ad236afa14619f6c |
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| Source note | uspto-grants-2001_04 |
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