HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Acetate → Ethyl (5R)-2-amino-5-methyl-1-cyclopentene-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | (R)-ethyl 2-methyl-5-oxocyclopentanecarboxylate | HCID 86618740 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl (5R)-2-amino-5-methyl-1-cyclopentene-1-carboxylate | HCID 59671147 | 97% |
Reaction Steps
To a solution of (R)-ethyl 2-methyl-5-oxocyclopentanecarboxylate (106 g, 622 mmol) in 1.2 L MeOH was added ammonium acetate (240 g, 3.1 mol). The reaction was stirred for 20 hours and concentrated to remove MeOH. The resulting residue was dissolved in CH2Cl2, washed with H2O, brine, dried (Na2SO4), filtered and concentrated to give the title compound (102 g, 97% yield) as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883828B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-122c841efaae456684147e46f8cacd1d |
| Source note | uspto-grants-2014_11 |