HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bisulfate → HCID 53668323, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate | HCID 24720928 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 53668323 | HCID 53668323 | 80% |
Reaction Steps
To a solution of [4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (11 g, 38.4 mmol) in ether (200 mL), cooled to 0° C., was added MeMgBr (3M in ether, 32 mL, 96 mmol). The mixture was stirred 4 h at rt. 10% aq. NaHSO4 (200 mL) was carefully added. The two layers were decanted and the aq. layer was extracted with EA (100 mL). The combined org. layers were washed with brine, dried over Na2SO4, filtered and concentrated to dryness. The residue was purified by CC (Hept-EA 2:1), affording the title methyl ketone as a white solid (7.4 g, 80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349829B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-235e370a302b43adb682281766e6bfad |
| Source note | uspto-grants-2013_01 |