1-(3-Chloropropoxy)-2-nitrobenzene → 2-(3-Chloropropoxy)aniline
Reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-])=O.[H][H]>C(O)C.[Pt](=O)=O>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:12]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
1-(3-Chloro-propoxy)-2-nitro-benzene (60 mmol) is dissolved in ethanol (200 ml) and platinum dioxide (0.5 g) is added. The stirred mixture is treated with hydrogen under normal pressure until the hydrogen uptake stopped. The catalyst is filtered off and the filtrate is evaporated. A pale yellow oil with Rf=0.3 (CH2Cl2) is obtained, which is used in the next step without further purification.
Workup
- filtrationThe catalyst is filtered off
- customthe filtrate is evaporated
- customA pale yellow oil with Rf=0.3 (CH2Cl2) is obtained
- customwhich is used in the next step without further purification
Sources & evidence
- ORD record
- ord-faa0c63dba014a059479c60598ecfc6f
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07820818B2
Reaction notes
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