HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methylhydroxylamine hydrochloride → Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methylhydroxylamine hydrochloride | HCID 77906 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | N-(6'-bromo-1'-(1-ethoxyvinyl)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-yl)-2-methylpropane-2-sulfinamide | HCID 58198087 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate | HCID 58197767 | 68% |
Reaction Steps
To a solution of MeNHOH.HCl (24.4 mg, 0.29 mmol) in MeOH (5 mL) was added NaOMe (10 wt % in MeOH, 141 mg, 0.26 mmol) and the mixture was stirred for 5 min. Then to a solution of compound 5 (104 mg, 0.29 mmol) in MeOH (8 mL) was added to above solution. Then final reaction mixture was stirred at room temperature for 45 min. Then the solution was concentrated and the residue was purified, which was purified preparative TLC to give compound 6 (80 mg, 68%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212153B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-7599e86e7ed94a499799d3554dec4533 |
| Source note | uspto-grants-2015_12 |