HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → HCID 22459178, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 4-Methoxy-9H-xanthene | HCID 12554339 | — |
| Reactant | HCID 22459180 | HCID 22459180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | HCID 22459178 | HCID 22459178 | — |
Reaction Steps
(RS)-4-Methoxy-9H-xanthene-9-carbonyl chloride was prepared according to general methods described in WO 9706178. 4-Methoxy-xanthene [J.Med.Chem., 32(10), 2357(1989)] was deprotonated with lithium diisopropylamide in tetrahydrofuran followed by treatment with carbon dioxide. The resulting (RS)-4-methoxy-9H-xanthene-9-carboxylic acid (white solid and MS: m/e=256.0 (M+)) was chlorinated with oxalyl chloride in toluene/DMF and yielded after evaporation of the reagent and solvents, the crude acid chloride, which was directly used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399641B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-cf85ecd894d449fa84316210d753f08b |
| Source note | uspto-grants-2002_06 |