HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminum → (betaR,gammaR)-gamma-ethyl-N,N,beta-trimethyl-3-(phenylmethoxy)benzenepropanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminum | HCID 5359268 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (alphaR,betaR)-beta-ethyl-N,N,alpha-trimethyl-3-(phenylmethoxy)benzenepropanamide | HCID 60164737 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (betaR,gammaR)-gamma-ethyl-N,N,beta-trimethyl-3-(phenylmethoxy)benzenepropanamine | HCID 60164845 | 90% |
Reaction Steps
Lithium aluminum tetrahydride (730 mg, 20 mmol) was suspended in tetrahydrofuran (10 ml), the product of Example 5 (3.2 g, 10 mmol) was dissolved in toluene, cooled in an ice-water bath, the solution of red aluminum in toluene (9 mL, 30 mmol) was added dropwise, the reaction was carried out for 2 hours and then quenched by adding 10% NaOH aqueous solution. After the reaction solution was separated, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated to give a pale yellow oil 2.8 g, yield: 90%. The HNMR spectrum data is the same as that in Example 6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249084B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-f5077149cbb74c7d956aa00e45121a29 |
| Source note | uspto-grants-2016_02 |