HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 68563385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Methyl indole-6-carboxylate | HCID 639844 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68563385 | HCID 68563385 | 57% |
Reaction Steps
A mixture of 1.6 mL (16 mmol) 1-methyl-2-pyrrolidone and 10 mL phosphoryl chloride (POCl3) in 10 mL 1,2-dichloroethane was stirred for 15 min and 1.75 g (10 mmol) methyl indole-6-carboxylate and 1.6 mL (16 mmol) 1-methyl-2-pyrrolidone in 10 mL 1,2-dichloroethane was added. The mixture was heated to reflux for 2 h. Water and Na2CO3 aq. was added to adjust to pH=9. Subsequently the mixture was extracted with DCM and the combined organic layers were washed with water, dried with Na2SO4 and evaporated to dryness. Trituration with acetone provided 1.45 g (57%) of the title compound as light brown solid. MS (m/e): 257.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514433B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-89ffc99f4e574f37b7b7dc2320824e5e |
| Source note | uspto-grants-2009_04 |