HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzoic acid → Ethyl 2-(4-hydroxybutyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzoic acid | HCID 8373 | — |
| Reactant | 2-(4-Bromobutoxy)tetrahydro-2H-pyran | HCID 559019 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-(4-hydroxybutyl)benzoate | HCID 20310967 | — |
Reaction Steps
Compound XIV is prepared by the following series of reactions. (1) o-Toluic acid is converted to its dianion with lithium diisoprpylamide; (2) the dianion is treated with 4-(tetrahydropyranyloxy)butyl bromide and the crude alkylate is heated with ethanol and a catalytic amount of mineral acid to yield ethyl 2-(4-hydroxybutyl)-benzoate; (3) the hydroxy ester in ether is treated with phosphorus tribromide to yield reagent XIV.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04112236 |
| Source dataset | uspto-grants-1978_09 |
| ORD ID | ord-2e72602c57054455b9ad17a0bc25c5c9 |
| Source note | uspto-grants-1978_09 |