HuagongsheHuagongshe Chemistry Print Report · For research reference only
85385-06-4 → N-(2',6'-dimethylphenyl)-1-methoxymethylethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 85385-06-4 | HCID 11063239 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | N-(2',6'-dimethylphenyl)-1-methoxymethylethylamine | HCID 10899497 | — |
Reaction Steps
The general procedure described in Example B1 is repeated, with the following modifications to the reaction conditions: A catalyst solution is prepared consisting of 5.3 mg of [Ir((1,5-cyclooctadien)Cl]2 (0.0079 mmol), 10.2 mg of A (0.017 mmol) and 11.9 mg of tetrabutylammonium iodide (0.032 mmol) in 5 ml of tetrahydrofuran/dichloromethane (1:1). A substrate solution consisting of 1.5 g of N-(2′,6′-dimethylphenyl)-1-methoxymethyl-ethylideneamine (7.8 mmol) in 5 ml of tetrahydrofuran is also used. Hydrogenation is carded out with hydrogen under a pressure of 40 bar. The reaction temperature is 30° C. After 91 hours the conversion is 90%, the ee is 59% CR).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE037344E1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-bc45ed196c1d4f7d8e8cf0091dcda4d2 |
| Source note | uspto-grants-2001_08 |