HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 19790041, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Monobenzone | HCID 7638 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (L)-ethyl lactate | HCID 92831 | — |
| Reactant | 10-Bromo-1-decene | HCID 543384 | — |
| Reactant | HCID 14880641 | HCID 14880641 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19790041 | HCID 19790041 | — |
Reaction Steps
The mesogenic group (R)-4'-(1-ethoxycarbonyl-1-ethoxy)-phenyl-4-[4-(9-decenyloxy)-phenyl]-benzoate 1 was synthesized as follows. 4'-(9-decenyloxy)biphenyl-4 carboxylic acid 1 was prepared by reacting hydroxybiphenyl carboxylic acid methyl ester with 10-bromo-1-decene in DMF containing NaH followed by hydrolysis. Compound 2 was synthesized by coupling of ethyl-(S)-2 hydroxypropionate with p-(benzyloxy)phenol. Hydrogenolysis of 2 by Palladium on activated charcoal led to the formation of the phenol derivative 3. The final product 1 was obtained by reaction of the acid chloride of 1 with 3 in the presence of pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05252695 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-56c8318279ee474e8db477acda47b2ff |
| Source note | uspto-grants-1993_10 |