HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trityl chloride → HCID 86610956, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trityl chloride | HCID 6456 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86610957 | HCID 86610957 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86610956 | HCID 86610956 | 88.7% |
Reaction Steps
1.70 g of methyl 2-amino-4-methoxy-picolinic acid (compound C6) are dissolved in 44 ml of dichloromethane. Subsequently, 1.92 ml of diisopropylethylamine, 690 mg of tetrabutylammonium iodide, and 3.12 g of trityl chloride are added. The solution is stirred for 48 h at room temperature. Thereafter, the mixture is extracted three times each with 50 ml of sat sodium hydrogencarbonate solution. The organic layer is dried using sodium sulphate, filtered with suction and concentrated in vacuum. The crude product (5.38 g) is purified by chromatography (eluent: toluene/ethyl acetate 5:1) to afford 3.49 g of the title compound as a colorless oil. TSP-MS: 425.2 [MH+]. TLC: Rf=0.37 (toluene/ethyl acetate 5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317021B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-a5d93e7e3bb54829b012cceb0def0512 |
| Source note | uspto-grants-2008_01 |