Tert-butyl 2-cyano-2,2-dimethylacetate → Tert-butyl 3-amino-2,2-dimethylpropanoate
Reaction equation
[C:1]([O:5][C:6](=[O:12])[C:7]([C:10]#[N:11])([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2]>CO.[Ni]>[C:1]([O:5][C:6](=[O:12])[C:7]([CH3:9])([CH3:8])[CH2:10][NH2:11])([CH3:4])([CH3:2])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of cyano-dimethyl-acetic acid tert-butyl ester (5.3 g) and Raney Ni (2 mL in water) in MeOH (400 mL) was stirred at rt under H2 atmosphere (balloon) overnight. Then the reaction mixture was filtered over Celite pad, filtrate was concentrated to give the desired product (5 g). 1H NMR in CDCl3, δ in ppm: 2.8 (br, 2H), 1.45 (s, 9H), 1.17 (s, 6H).
Workup
- filtrationThen the reaction mixture was filtered over Celite pad, filtrate
- concentrationwas concentrated
Sources & evidence
- ORD record
- ord-7419d1b1112e4b1f9e5e5ffa7d83e30d
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09409892B2
Reaction notes
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