Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Isobutyric Acid | HCID 6590 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 3249365 | HCID 3249365 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86615735 | HCID 86615735 | 97% |
Reaction Steps
A mixture of compound (4) (10 g, 46 mmol), isobutyric acid (30 mL), triethylamine (30 mL) and sodium iodide (2 g) was stirred and heated in an oil bath at 50° C. for 3 days. The reaction mixture was diluted with diethyl ether (200 mL) and washed successively with water (3×100 mL), saturated aqueous sodium bicarbonate (2×100 mL) and 0.1 M aqueous potassium bisulfate (2×100 mL). The organic phase was separated, then dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give the title compound (9) as a pale yellow liquid (12 g, 97%). 1H NMR (CDCl3, 400 MHz): δ 1.2 (d, 6H), 1.5 (d, 3H), 2.55 (m, 1H), 6.95 (q, 1H), 7.4-7.5 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08003809B2 |
|---|
| Source dataset | uspto-grants-2011_08 |
|---|
| ORD ID | ord-f2d78775e60d4e8183e4bf320e5a5809 |
|---|
| Source note | uspto-grants-2011_08 |
|---|