Hydrochloric Acid → 1-(4-Nitrophenyl)pyrrolidin-3-ylamine
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH:12]([NH:15]C(=O)C)[CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[OH-].[Na+]>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:11][CH:12]([NH2:15])[CH2:13][CH2:14]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
100 g (0.4 mol) of N-[1-(4-nitrophenyl)pyrrolidin-3-yl]acetamide (1) was placed in suspension in a solution containing 300 ml of 37% hydrochloric acid and 660 ml of water in a 2 l three-necked flask. The reaction medium was heated at 90° C. for 7 hours 45 minutes. After cooling, the medium was neutralized gently with 300 ml of aqueous 35% sodium hydroxide (pH=8 approximately). The resulting solid was subsequently filtered off and then washed with water until the washing waters were neutral. The product was then dried under vacuum over P2O5. 74 g (89%) of 1-(4-nitrophenyl)pyrrolidin-4-ylamine (2) was thus obtained in the form of a yellow solid.
Workup
- temperatureAfter cooling
- filtrationThe resulting solid was subsequently filtered off
- washwashed with water until the washing waters
- dry with materialThe product was then dried under vacuum over P2O5
Sources & evidence
- ORD record
- ord-7baeaa80148347d6963ca95a68c49cbd
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06946005B2
Reaction notes
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