HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitrophenol → 2-nitrophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitrophenol | HCID 6947 | — |
| Reactant | 2,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide | HCID 10926314 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Catalyst | Silver imidazolate | HCID 10931941 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-nitrophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside | HCID 15067858 | 15.3% |
Reaction Steps
If the procedure described in Preparation LXXXIII is followed starting from 2 g (14.4.10-3 mol) of 2-nitrophenol, 2.5 g (14.2.10-3 mol) of silver imidazolate, 6 g (15.7.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide and 4 g (29.3.10-3 mol) of zinc chloride in 80 ml of methylene chloride, 0.91 g (yield: 15%) of the expected product is obtained after purification by chromatography on silica gel using a hexane/ethyl acetate mixture (2/1 v/v) as the eluent, and precipitation in ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05101048 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-8c4a8eb04d394cc28b8c325dac25230e |
| Source note | uspto-grants-1992_03 |