HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → HCID 67195158, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 16781088 | HCID 16781088 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67195158 | HCID 67195158 | 48% |
Reaction Steps
Benzyl chloroformate (0.7 ml, 4.9 mmol) was added drop wise to a cool (0° C.) solution of 4-nitro-N-piperidin-4-yl-benzenesulfonamide (1.4 g, 4.9 mmol) and diisopropylethylamine (1.6 ml, 9.8 mmol) in THF (10 ml). The resulting mixture was warmed to room temperature and stirred under a nitrogen atmosphere for 18 hours. After this time, the mixture was diluted with ethyl acetate (50 ml), washed with water (50 ml), the organic layer was separated and dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash column chromatography (elution: 50% heptane, 50% ethyl acetate) to give the title compound (0.98 g, 48% yield) as a white solid. Tr=2.04 min m/z (ES+) (M+H+) 420.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946197B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-01b77dd3c262444e8c17b53ff4d5a824 |
| Source note | uspto-grants-2015_02 |