HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 23152369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 23152555 | HCID 23152555 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23152369 | HCID 23152369 | 91.1% |
Reaction Steps
To a suspension of methyl 2-(2-amino-4-methylphenyl)-3-cyclohexyl-1H-indole-6-carboxylate (638 mg, 1.6 mmol), sodium acetate (289 mg, 3.5 mmol) and acetic acid (0.10 ml, 1.8 mmol) in tetrahydrofuran (7 ml) was added dropwise chloroacetyl chloride (0.14 ml, 1.8 mmol), and the mixture was stirred at room temperature for 12 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure. The obtained crude product (640 mg) was used for Step 9 without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977331B1 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-a2e71f8fe45d42a5900033b7825084cc |
| Source note | uspto-grants-2011_07 |