HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 15379728, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate | HCID 4685119 | — |
| Reactant | Morpholine-4-sulfonyl chloride | HCID 12798265 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15379728 | HCID 15379728 | — |
Reaction Steps
With stirring, 4.2 g (0.025 mol) of morpholine-N-sulfonyl chloride in 20 ml of THF are added dropwise to a solution of 4.8 g (0.025 mol) of methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate and 2.9 g (0.025 mol) of N-ethylmorpholine. The mixture is stirred at RT for 2 h and then heated under reflux for another 2 h so that the reaction goes to completion. CHCl3 is added to the reaction solution, which is then treated with 5% strength citric acid, 5% strength NaHCO3 solution and water. The organic phase is dried over Na2SO4 and evaporated to dryness. Yield of ester (26a): 7.5 g (92% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06207672B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-d87ef85317464fb3930dd959455d544a |
| Source note | uspto-grants-2001_03 |