Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 4-Formylbenzoic acid | HCID 12088 | — |
| Reactant | HCID 178418368 | HCID 178418368 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57804201 | HCID 57804201 | 75% |
Reaction Steps
4-Carboxybenzaldehyde (1.0 g, 6.66 mmol) was dissolved in anhydrous tetrahydrofuran (50 mL) and cooled to 0° C. To the mixture was added isobutylmagnesium chloride (16 mL, 32 mmol, 2.0 M solution in THF). The reaction mixture was warmed to room temperature and stirred for 2 hours. The solution was acidified with 50% sulfuric acid in water and the THF was removed under vacuum. The aqueous phase was extracted twice with dichloromethane. The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated to give the desired compound (950 mg) as grey powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576099B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-d2d8ec1e9046459b93037604f831167f |
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| Source note | uspto-grants-2009_08 |
|---|