HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → 5-[(1,1'-biphenyl)-4-yl]-4-hydroxy-3-phenylmethoxy-5-propyl-2(5H)-furanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Ethyl 4-phenylbenzoylformate | HCID 80389 | — |
| Reactant | 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone | HCID 54725499 | — |
| Reactant | HCID 178455851 | HCID 178455851 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[(1,1'-biphenyl)-4-yl]-4-hydroxy-3-phenylmethoxy-5-propyl-2(5H)-furanone | HCID 54723602 | 8% |
Reaction Steps
A total of 5.2 mL (10.4 mmol) of 2.0M n-propylmagnesium bromide was added to a solution of 2.4 g (10 mmol) of ethyl 4-phenylbenzoylformate in THF in an analogous manner as described for the synthesis of 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone to give prior to hydrogenolysis 0.30 g (8% yield) of 5-[(1,1'-biphenyl)-4-yl]-4-hydroxy-3-phenylmethoxy-5-propyl-2(5H)-furanone as an off white solid after crystallization from CHCl3 and hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06136832 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-f61444d242b0494bbc8fddf7b7ed6886 |
| Source note | uspto-grants-2000_10 |