Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 53867899 | HCID 53867899 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53862037 | HCID 53862037 | 94.8% |
Reaction Steps
A solution of (4R-cis)-6-(cyanomethyl) -2,2-dimethyl-N,N-bis(phenylmethyl)-1,3-dioxane -4-acetamide (10.0 g, 0.025 mol) in methanol (150 mL) containing anhydrous ammonia (2.25 g) is reacted with hydrogen gas in a Parr shaker at 30° C. in a presence of a slurry of Raney nickel A-7000 (3.7 g). After hours, uptake of hydrogen has ceased, the mixture is cooled to 20° C., the atmosphere is vented and exchanged for nitrogen, the slurry is filtered through celite, and concentrated at reduced pressure to give 9.4 g of (4R-cis)-6-(2-aminoethyl)-2,2-dimethyl-N,N-bis(phenylmethyl) -1,3-dioxane-4-acetamide as an oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05489690 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-7156c212c1c64523a0ed9ec198048739 |
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| Source note | uspto-grants-1996_02 |
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