HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → Ethyl 3-cyclopropyl-2-[(methylsulphonyl)oxy]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 3-cyclopropyl-2-hydroxy-propanoate | HCID 116489250 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-cyclopropyl-2-[(methylsulphonyl)oxy]propanoate | HCID 117605475 | — |
Reaction Steps
At RT, 2 ml (11.5 mmol, 2.4 eq.) of N-ethyl-N-(propan-2-yl)propan-2-amine were added to a solution of 1.9 g (purity 40%, 4.8 mmol) of ethyl 3-cyclopropyl-2-hydroxypropanoate (racemate) in 100 ml of dichloromethane, followed by the quick addition, at 0° C., of 0.45 ml (5.8 mmol, 1.2 eq.) of methanesulphonyl chloride. The reaction mixture was stirred at RT for 2 h and then quenched with ice. After phase separation, the organic phase was washed with three times with water and once with saturated sodium chloride solution. The combined organic phases were dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-3c4f11256fac413fa571551a72db8806 |
| Source note | uspto-grants-2016_09 |