Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl methoxyacetate | HCID 80507 | — |
| Reactant | HCID 51899506 | HCID 51899506 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 66739425 | HCID 66739425 | — |
Reaction Steps
Novozym 435 (Aldrich Corp., 1.0 g) was added to a mixture of trans-1-amino-2-methylindane (6.6 g, 0.0448) and methyl 2-methoxyacetate (5.04 g 0.0484 mol) in tert-butyl methyl ether. The mixture was heated at reflux for 2 hours, a further amount of Novozym 435 (0.5 g) added and heating is continued for an additional 2 hours. Dichloromethane was added to the cooled mixture and the biocatalyst filtered off. The organic layer was dried (sodium sulfate), evaporated and the residue dissolved in the minimum of dichloromethane. A solution of ethanolic hydrochloric acid (8N) was added and the solid filtered to give (1S,2R)-1-amino-2-methylindane hydrochloride, and the filtrate evaporated to give N-[(1R,2S)-2-methyl-1-indanyl]-2-methoxyacetamide (5.9 g), m.p. 78-79° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08114991B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-a63d6d786a424cf0b9db0f9b90fda7b4 |
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| Source note | uspto-grants-2012_02 |
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