HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylmethanesulfonyl chloride → Methyl 2-[(4-{2-[(benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylmethanesulfonyl chloride | HCID 74740 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-{[4-(2-aminoethyl)phenoxy]methyl}benzoate hydrochloride | HCID 68872919 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-[(4-{2-[(benzylsulfonyl)amino]ethyl}phenoxy)methyl]benzoate | HCID 68869255 | 19.4% |
Reaction Steps
Alpha-toluenesulfonyl chloride (38 mg, 0.199 mmol) and methyl 2-{[4-(2-aminoethyl)phenoxy]methyl}benzoate hydrochloride (64 mg, 0.199 mmol) were mixed in DCM (3 ml). PS-DIEA (3.66 mmol/g, 272 mg, 0.997 mmol) was added. The mixture was shaken at room temperature over a weekend. It was then loaded on a column (ISOLUTE® SI, 1 g/6 ml) and eluted with DCM. The product fractions were combined and evaporated. Oil product (17 mg) was obtained, yield 19%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07521461B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-106e18c00c604f85972168892eb228f4 |
| Source note | uspto-grants-2009_04 |