HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 89569084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 71570849 | HCID 71570849 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89569084 | HCID 89569084 | — |
Reaction Steps
In a reactor, a solution of mesyl chloride (280 g, 2.4 mol) in dichloromethane (2 L) was added to a mixture of [(1S,7R)-4-phenyl-3,5-dioxabicyclo[5.1.0]octan-1-yl]methanol (450 g, 2.0 mol) and triethylamine (310 g, 3.1 mol) in dichloromethane (4.7 L). A maximum internal temperature of 27° C. was observed. The mixture was stirred for 1 hour. Water (4.5 L) was added, phases were separated and the aqueous phase was extracted with dichloromethane (2.3 L). The combined organic phases were washed with water (2.3 L) and subsequently concentrated under reduced pressure yielding off-white solid product. This material was used as such in the next reaction step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040699B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-204df2cfd0414ad18f946a8ffa869abc |
| Source note | uspto-grants-2015_05 |