HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57753289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 3-(2-Benzyl-2,3-Dihydro-1H-isoindol-5-yl)-2-methyl-tetrahydro-furan-3-ol | HCID 57753356 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57753289 | HCID 57753289 | 33% |
Reaction Steps
To a solution of 0.65 mmol 3-(2-benzyl-2,3-dihydro-1H-isoindol-5-yl)-2-methyl-tetrahydro-furan-3-ol (Example A64(a)) and 1.81 mmol triethylamine in 2 ml dichloromethane at 0° C. was added dropwise a solution of 0.84 methanesulfonyl chloride in 0.3 ml dichloromethane. The mixture was stirred at room temperature for 2 h and then re-cooled to 0° C. 1.94 mmol DBU was added and the mixture stirred at room temperature overnight. The reaction mixture was then concentrated in vacuo and the residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a colourless oil (33% yield). MS (m/e): 292.1 ([M+H]+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188139B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c51c7283a7e5403c9ef10d65dda69d14 |
| Source note | uspto-grants-2012_05 |