HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53649700, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 21969078 | HCID 21969078 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53649700 | HCID 53649700 | — |
Reaction Steps
To the alcohol of Example 8 Step 3 (800 mg, 2.25 mmol) in CH2Cl2 (10 mL) at -20∞C. were added Et3N (943 mL, 6.05 mmol) and MsCl (348 mL, 4.51 mmol). After a period of 1 h at 0∞C., saturated NaHCO3 was added. The organic phase was separated, dried over Na2SO4, filtered and evaporated. To the crude mesylate in THF (10.0 mL) was added a 1M THF solution of tetrabutylammonium fluoride (6.77 mL, 6.77 mmol). After a period of 2 h at 50∞C., the reaction mixture was partitioned between 25% NH4OAc and EtOAc. The organic phase was separated, dried over Na2SO4, filtered and evaporated. The title compound (370 mg) was purified by flash chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06071954 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-5a0723a86be440568b6b103bebf23f82 |
| Source note | uspto-grants-2000_06 |