HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → trans-3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-1-(4-carbomethoxymethyl-2-bromophenoxy)cyclohexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 15-Crown-5 | HCID 36336 | — |
| Reactant | Methyl 2-(3-bromo-4-hydroxyphenyl)acetate | HCID 10634081 | — |
| Reactant | HCID 88643326 | HCID 88643326 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | trans-3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-1-(4-carbomethoxymethyl-2-bromophenoxy)cyclohexane | HCID 70410445 | — |
Reaction Steps
To a solution of the title compound of Step C of this example (500 mg; 1.35 mmole) in toluene (30 ml) and THF (1.5 ml) was added successively 4-hydroxy-3-bromophenylacetic acid, methyl ester (1 g, 4 mmoles), sodium hydride (169 mg; 7 mmoles) and 15-crown-5 (10 mg). The reaction mixture was refluxed for 10 hours under nitrogen. It was then worked-up as in Step B of Example 8 to yield the title compound of this step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04720505 |
| Source dataset | uspto-grants-1988_01 |
| ORD ID | ord-9c51314325954289be535469f13caeb8 |
| Source note | uspto-grants-1988_01 |