HuagongsheHuagongshe Chemistry Print Report · For research reference only
4'-Hydroxyacetophenone → 4-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4'-Hydroxyacetophenone | HCID 7469 | — |
| 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 | 4-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside | HCID 15067850 | 18% |
Reaction Steps
If the procedure described in Preparation LXXXIII is followed starting from 2 g (14.7.10-3 mol) of 1-(4-hydroxyphenyl)ethanone, 2.8 g (16.10-3 mol) of silver imidazolate, 5.74 g (16.1.10-3 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 100 ml of methylene chloride, 0.96 g (yield: 18%) of the expected product is obtained after purification by chromatography on silica gel using a toluene/ethyl acetate mixture (6/1 v/v) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05246961 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-2e92d2415ae14a2c94e457a5f31e7891 |
| Source note | uspto-grants-1993_09 |