HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyanophenol → 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyanophenol | HCID 13394 | — |
| Reactant | 2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide | HCID 11382683 | — |
| Catalyst | Zinc Oxide | HCID 3007857 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside | HCID 15067856 | 25% |
Reaction Steps
If the procedure described in Preparation LXXVIII is followed starting from 0.5 g (1.4.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-D-xylopyranosyl bromide, 0.25 g (2.1.10-3 mol) of 3-hydroxybenzonitrile and 170 mg (2.1.10-3 mol) of zinc oxide (ZnO) in 4 ml of anhydrous toluene and 4 ml of acetonitrile, 138 mg (yield: 25%) of the expected product are 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-b8ca2b0e148f4ed2a2bd8fe33e20eb83 |
| Source note | uspto-grants-1992_03 |