Hydrochloric Acid → 3-Amino-3-(4-chlorophenyl)propanenitrile
Reaction equation
Cl.O1CCOCC1.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([NH:19]C(=O)OC(C)(C)C)[CH2:16][C:17]#[N:18])=[CH:11][CH:10]=1>C(Cl)Cl>[NH2:19][CH:15]([C:12]1[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=1)[CH2:16][C:17]#[N:18]Participants
5
Conditions
- Temperature
- 20 °C
Procedure
HCl (4M) in 1,4-dioxane (0.668 mL, 2.67 mmol) was added in one portion to tert-butyl 1-(4-chlorophenyl)-2-cyanoethylcarbamate (Intermediate 24) (150 mg, 0.53 mmol) in DCM (4 mL) at 20° C. The resulting solution was stirred at 20° C. for 18 hours. The reaction mixture was evaporated to afford 3-amino-3-(4-chlorophenyl)propanenitrile (HCl salt) (115 mg, 99%) as a white solid.
Workup
- customThe reaction mixture was evaporated
Sources & evidence
- ORD record
- ord-b503fb5ad59e4b16b9e907c777db0026
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08101623B2
Reaction notes
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