HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1,2-Bis(methanesulfonyloxymethyl)cyclohexane, (1R,2R)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | rel-(1R,2R)-1,2-Cyclohexanedimethanol | HCID 11217323 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1,2-Bis(methanesulfonyloxymethyl)cyclohexane, (1R,2R)- | HCID 253483 | 50.8% |
Reaction Steps
The thus obtained compound (2) (5.1 g; 35.4 mmol) is dissolved in triethylamine (10.37 g; 103 mmol) and acetonitrile (127 ml), and methanesulfonyl chloride (8.13 g; 71 mmol) is dropwise added thereto under ice-cooling. The resultant mixture is ice-cooled for 1 hour and allowed to react at room temperature for 3 hours. The reaction mixture is washed with water, dried and concentrated, followed by addition of diethyl ether. Precipitated crystals are collected by filtration to give trans-1,2-bis(methanesulfonyloxymethyl)cyclohexane (3) (5.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780632 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-3601dd9c4a50487cb572637bf35d1cdc |
| Source note | uspto-grants-1998_07 |