Ethyl 2,3-dihydro-1H-inden-2-ylcarbamate → N-Methylindan-2-amine
Reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH:8]1[NH:16][C:17](OCC)=O>O1CCCC1>[CH3:17][NH:16][CH:8]1[CH2:9][C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:7]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of 1.13 g (30 mmol) of anhydrous lithium aluminium hydride in 150 ml of tetrahydrofuran was added a solution of 2.2 g of ethyl indan-2-carbamate in 50 ml of the same solvent. The mixture was heated to reflux, allowed to cool, hydrolysed with an excess of aqueous 1N sodium hydroxide solution, and the mixture was filtered, concentrated and distilled at about 100 Pa at 150° C. 3.5 g of oil were obtained.
Workup
- temperatureThe mixture was heated
- temperatureto reflux
- temperatureto cool
- filtrationhydrolysed with an excess of aqueous 1N sodium hydroxide solution, and the mixture was filtered
- concentrationconcentrated
- distillationdistilled at about 100 Pa at 150° C
Sources & evidence
- ORD record
- ord-1fdb0a3978964cd2bd6416b403c87dec
- Source dataset
- uspto-grants-1993_12
- Patent number
- US05272157
Reaction notes
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