Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Isobutyraldehyde | HCID 6561 | — |
| Reactant | 2-Bromo-5-chlorobenzotrifluoride | HCID 136172 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 67133700 | HCID 67133700 | — |
Reaction Steps
A Grignard is prepared from 1.77 g (73 mmol) of iodine-activated magnesium and 18.70 g (72 mmol) 1-bromo-4-chloro-2-trifluoromethyl-benzene dissolved in 150 mL diethyl ether. 5.46 g (72 mmol) isobutyraldehyde in 30 mL diethyl ether are added dropwise to the Grignard reagent at ambient temperature. After the addition has ended the reaction mixture is refluxed for 30 minutes and then stirred overnight at ambient temperature. It is combined with ice water and acidified with hydrochloric acid. The aqueous phase is separated off and extracted with diethyl ether. The organic phases are combined, dried with sodium sulphate and evaporated down. The residue is chromatographed on a silica gel column (petroleum ether/ethyl acetate=9:1). 10.5 g of oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07244728B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-39b831b2ad3a4bbb9bfb2aebc10b0e6d |
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| Source note | uspto-grants-2007_07 |
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