Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 131723871 | HCID 131723871 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70035407 | HCID 70035407 | — |
Reaction Steps
Butyric acid (0.2 mmol) was treated with 0.5 mL of a 0.46 M solution (0.23 mmol) of 1,1′-carbonyldiimidazole (CDI) in DMF in a 4 mL vial. After mixing for 30 minutes, 0.75 mL of a 0.17 M solution of Example 141F (0.13 mmol) in DMF was added to the vial. The resulting solution was mixed for 4 hours at room temperature. A further 0.5 mL of 0.35 M solution of CDI (0.175 mmol) in DMF was added to the vial. The resulting mixture was heated at 115° C. for 6 hours. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by preparative HPLC to provide the desired products. 1H NMR (CDCl3) δ1.05 (t, 3H), 1.50 (m, 5H), 1.90 (m, 2H), 2.41 (m, 2H), 2.92 (t, 2H), 3.30-3.70 (m, 4H), 4.10-4.50 (m, 8H), 4.95 (m, 1H), 6.50 (m, 1H), 6.75 (m, 2H), 7.10 (m, 2H), 7.50 (m, 1H), 7.98 (m, 1H);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06559140B2 |
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| Source dataset | uspto-grants-2003_05 |
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| ORD ID | ord-1019212f42d14582a15fcd6294c08232 |
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| Source note | uspto-grants-2003_05 |
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