반응 #1728560

반응 방정식

Dichloromethane

trans-1-amino-2-methylindane

methyl 2-methoxyacetate

→

(1S,2R)-1-amino-2-methylindane hydrochloride

용매

tert-butyl methyl ether

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도at reflux for 2 hours
3. 3
   온도heating
4. 4
   여과the biocatalyst filtered off
5. 5
   건조The organic layer was dried (sodium sulfate)
6. 6
   기타evaporated
7. 7
   workup.DISSOLUTIONthe residue dissolved in the minimum of dichloromethane
8. 8
   workup.ADDITIONA solution of ethanolic hydrochloric acid (8N) was added
9. 9
   여과the solid filtered

실험 절차

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.

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