HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (1-Cyanocyclopropyl)methyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-(Hydroxymethyl)cyclopropane-1-carbonitrile | HCID 22028207 | — |
| Solvent | Water | HCID 962 | — |
| Product | (1-Cyanocyclopropyl)methyl methanesulfonate | HCID 54220629 | — |
Reaction Steps
A mixture of 1-cyanocycloprop-1-ylmethanol (4.31 g, 44.4 mmol), obtained as in the proceeding paragraph, triethylamine (9.04 mL, 64.8 mmol) and methylene chloride (78 mL) was cooled under argon to between 0° and 5° C. and methanesulfonyl chloride (4.67 mL, 59.9 mmol) was added slowly. The mixture was cooled 3 hours with stirring at 0° to 5° C., then diluted with water and extracted with methylene chloride. The extract was washed with 5% sodium bicarbonate, dried (MgSO4) and concentrated to dryness to give 1-cyano-cycloprop-1-ylmethyl methanesulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05859014 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-1b360edcb183493f80d7d91c931a7fdf |
| Source note | uspto-grants-1999_01 |