HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthalenesulfonyl chloride → N-(2-naphthylsulfonyl)-glycine t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthalenesulfonyl chloride | HCID 7125 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-naphthylsulfonyl)-glycine t-butyl ester | HCID 19081114 | 87.3% |
Reaction Steps
14.4 ml of triethylamine are added dropwise to 6.91 g of glycine t-butyl ester hydrochloride and 12.1 g of 2-naphthylsulfonyl chloride in 70 ml of methylene chloride. The reaction mixture is subsequently diluted with 200 ml of ether. The organic phase is washed with 1N hydrochloric acid and with water. After drying and evaporation the residue is suspended in ether and suction filtered. After drying the crystals there are obtained 11.57 g of N-(2-naphthylsulfonyl)-glycine t-butyl ester, Rf=0.49 (ether/hexane 2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05260307 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-f33f5aa3d0b540eb971da46962ae82d5 |
| Source note | uspto-grants-1993_11 |