HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178453955, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sulfur trioxide-pyridine | HCID 168533 | — |
| Reactant | HCID 178453956 | HCID 178453956 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178453955 | HCID 178453955 | — |
Reaction Steps
To trans-tert-butyl-4-(hydroxymethyl)cyclohexylcarbamate (8.0 g, 34.9 mmol) in DCM (180 mL) and DMSO (60 mL) at 0° C. is added DIPEA (24.37 mL, 140 mmol) and pyridine sulfur trioxide (22.21 g, 140 mmol) dissolved in DMSO (60 mL). The mixture is stirred at room temperature for 15 minutes and then is partitioned between 1M HCl and diethylether. The organic phase is separated and washed with 1M HCl, water then saturated brine. The mixture is dried (MgSO4) and solvent evaporated to give the expected product; [MH+MeCN]+ 269.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273900B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-51938ca73e144f409edc5e371f27fb53 |
| Source note | uspto-grants-2012_09 |