HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53837307, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 21833027 | HCID 21833027 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53837307 | HCID 53837307 | 46.3% |
Reaction Steps
5-(Benzyloxycarbonyl)-2,3,6,7-tetrahydrofuro[2,3-f]indol-3-ylacetic acid (D22, 0.89 g, 2.5 mmol) and triethylamine (0.7 ml, 5 mmol) were stirred in dichloromethane (80 ml) under Ar at 0° C. as ethyl chloroformate (0.27 ml, 92.8 mmol) was added. The mixture was stirred for 2 h, and dimethylamine gas was then bubbled through the solution for 10 min. It was then washed with water, K2CO3 solution and brine, dried (Na2SO4) and evaporated. Chromatography of the crude product on silica, eluting with 75% ethyl acetate/petroleum ether (b.p. 60-80° C.) gave the title compound (0.44 g, 46%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05972935 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-a64c65e3d1014c08a3d56fa77991aced |
| Source note | uspto-grants-1999_10 |