HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(4-chlorophenyl)-4-hydroxy-5-methyl-3-phenylmethoxy-2(5H)-furanone → 5-(4-chlorophenyl)-3,4-dihydroxy-5-methyl-2(5H)-furanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(4-chlorophenyl)-4-hydroxy-5-methyl-3-phenylmethoxy-2(5H)-furanone | HCID 54723588 | — |
| Reactant | 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone | HCID 54725499 | — |
| Product | 5-(4-chlorophenyl)-3,4-dihydroxy-5-methyl-2(5H)-furanone | HCID 54718590 | 46% |
Reaction Steps
Hydrogenolysis of 330 mg of 5-(4-chlorophenyl)-4-hydroxy-5-methyl-3-phenylmethoxy-2(5H)-furanone was performed in a similar manner as described in the preparation of 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone to provided 110 mg (46% yield) of 5-(4-chlorophenyl)-3,4-dihydroxy-5-methyl-2(5H)-furanone a light tan solid: mp 154-155° C. dec.(benzene/hexanes) 1H NMR (acetone-d6) δ 7.52-7.34 (m, 4H), 1.82 (s, 3H). 13C NMR (acetone-d6) δ 169.0, 156.6, 139.8, 134.3, 129.2, 127.8, 117.9, 80.8, 24.6. Anal Calcd for C11H9ClO4 : C, 54.90; H, 3.77. Found: C, 54.74; H, 4.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06136832 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-320bacb482cc4f8a8d74824b9fb323e7 |
| Source note | uspto-grants-2000_10 |