HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide | HCID 22137388 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide | HCID 22137290 | 120.1% |
Reaction Steps
To a solution of N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide (0.040 g, 0.08 mmol) in 0.5 mL methylene chloride was added piperidine (0.009 g, 0.11 mmol) and NaB(OAc)3H (0.034 g, 0.16 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the aqueous solution was washed with methylene chloride. The organic layer was dried (magnesium sulfate) and concentrated. Medium pressure silica gel chromatography (10% methanol/methylene chloride) afforded 0.052 g of the title compound. MS 541.1 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053212B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-73c52ad6c1ca428994d933a807519ce9 |
| Source note | uspto-grants-2006_05 |