HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-(octadecyloxy)benzoate → (S)-Methyl-4'-(1-methylnonyloxy)-3'-(nitro)-4-biphenylcarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-(octadecyloxy)benzoate | HCID 4189536 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 4-(4-Methoxycarbonylphenyl)-2-nitrophenol | HCID 18521036 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (S)-Methyl-4'-(1-methylnonyloxy)-3'-(nitro)-4-biphenylcarboxylate | HCID 54059652 | 66% |
Reaction Steps
DEAD (323 mg, 1.85 mmol), phenol 40 (440 mg, 1.61 mmol), R-2-decanol (268 mg, 1.69 mmol), and TPP (486 mg, 1.85 mmol) in 16 ml anhydrous ether were reacted according to the procedure for compound 35a. The crude product was concentrated and purified via flash chromatography over silica gel with gradual elutions from 95/5 to 65/35 (Hex/EtOAc). Evaporation of the solvent yielded 439 mg (66%) of a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06139771 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-750f735f4a274cb1b0de79dfb5398fd1 |
| Source note | uspto-grants-2000_10 |