HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 2-naphthoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triphenylphosphonium | HCID 5241824 | — |
| Reactant | Methyl 6-formyl-2-naphthalenecarboxylate | HCID 11521354 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-naphthoate | HCID 137605 | — |
Reaction Steps
For example, 4'-alkoxy-4-bromobiphenyl (17) is reacted with triphenylphosphin to obtain triphenylphosphonium salt of 4'-alkoxybiphenyl (21). The thus obtained triphenylphosphonium salt of 4'-alkoxybiphenyl (21) is reacted with 6-formyl-2-naphthalenecarboxylic acid methyl ester as a solution in such as methylene chloride and then the resulting compound is reacted with hydrogen in the presence of the reducing catalyst such as paradium carbon in a solvent such as tetrahydrofuran (THF) to obtain 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid methyl ester. The resulting 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid methyl ester is hydrolysised to obtain 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid (22).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05725798 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-e36c9a7b969845f3b2fcc8a9dfe44e3f |
| Source note | uspto-grants-1998_03 |