HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 18946729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | HCID 18946596 | HCID 18946596 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18946729 | HCID 18946729 | — |
Reaction Steps
A solution of phosgene in toluene (37 ml, 1.9M) was added to a solution of methyl 2-(n-butyl)indole-7-carboxylate (P) 11.5 g) (prepared, e.g., as described in Preparation 10), at 5° C. in dichloromethane (75 ml). The solution was stirred at room temperature for 16 hours, cooled in an ice bath, and treated with methanol (20 ml). Water was added, and the dichloromethane layer was separated and solvent evaporated under reduced pressure. Chromatography on silica gel, eluting with 20% ethyl acetate/hexane, afforded dimethyl 2-(n-butyl)indole-3,7-dicarboxylate (7.4 g), a compound of Formula (Q), as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212195 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-b85ec6f1dd6e40d080cb71f7e976eb67 |
| Source note | uspto-grants-1993_05 |