3-Amino-1-propanol → 4-((3-Hydroxypropyl)amino)benzonitrile
Reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH2:10][CH2:11][CH2:12][CH2:13][OH:14]>O>[OH:14][CH2:13][CH2:12][CH2:11][NH:10][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
4-Fluorobenzonitrile (24.6 g, 0.203 mol, Aldrich 99%) was added to 3-amino-1-propanol (122.0 g, 1.625 mol, 8 equiv., Aldrich 99%) and the mixture heated to 80° C. for 5 hours, under nitrogen. The solution was allowed to cool to 22° C. and water (300 mL) was added. The cloudy solution was extracted twice with methylene chloride (300 mL and 200 mL) and the combined methylene chloride extracts were washed with water (300 mL) (Note 1).
Workup
- temperatureto cool to 22° C.
- extractionThe cloudy solution was extracted twice with methylene chloride (300 mL and 200 mL)
- washthe combined methylene chloride extracts were washed with water (300 mL) (Note 1)
Sources & evidence
- ORD record
- ord-c5a3475ce6bc478c973125f9618cbdfc
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07169921B2
Reaction notes
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