HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone Cyanohydrin → HCID 54721668, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone Cyanohydrin | HCID 6406 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one | HCID 54680410 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54721668 | HCID 54721668 | — |
Reaction Steps
The title compound was prepared as described in General Method 8 using the following: 5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one (0.250 g, 0.940 mmol), Et3N (0.13 mL, 0.94 mmol), benzoyl chloride (0.109 mL, 0.94 mmol), CH2Cl2 (2.0 mL), acetonitrile (5.0 mL), acetone cyanohydrin (0.01 mL, 0.09 mmol), Et3N (0.27 mL, 1.9 mmol), glacial acetic acid (10.0 mL), sodium cyanoborohydride (0.133 g, 2.11 mmol). Purification was achieved by submitting the final residue to column chromatograpy (SiO2, 4/1 hexane/ethyl acetate to 3/2 hexane/ethyl acetate) to provide a solid (0.105 g, 63°-65° C.). 1H NMR (400 MHz, DMSO-d6) δ11.136 (s, 1H), 7.501-7.280 (m, 11H), 6.997-6.932 (m, 2H), 6.566 (d, 2H, J=7 Hz), 3.530 (s, 2H), 3.432 (s, 2H),
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05789440 |
| Source dataset | uspto-grants-1998_08 |
| ORD ID | ord-34034b685f294115812d1ac18f31737a |
| Source note | uspto-grants-1998_08 |