Chlorotrimethylsilane → 2-(3,4-Difluorophenyl)ethanamine
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[N+:10]([O-])=O)=[CH:4][C:3]=1[F:13].[Li+].[BH4-].Cl[Si](C)(C)C>C1COCC1>[F:13][C:3]1[CH:4]=[C:5]([CH2:8][CH2:9][NH2:10])[CH:6]=[CH:7][C:2]=1[F:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Using an analogous procedure and workup as described in for the preparation of intermediate I-15b above. (E-1,2-difluoro-4-(2-nitrovinyl)benzene (I-49a: 5 g, 27.027 mmol) in dry THF (81 mL) as reacted with LiBH4 (2.35 g, 108.1081 mmol) and chloro trimethyl silane (27.63 ml, 216.216 mmol) at 0° C. The resulting mixture was stirred at room temperature for 3 days to afford 4.2 g of the product (100% yield).
Workup
- customworkup as described in for the preparation of intermediate I-15b above
Sources & evidence
- ORD record
- ord-d08a19f1e27943218ead93e35550ed25
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08946260B2
Reaction notes
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