Water → 3-(Thiophen-2-yl)propan-1-amine
Reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]#[N:9].O.[OH-].[Na+]>CCOCC>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][NH2:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The product of Example 41 (8.3 g, 10.5 mmol) dissolved in 25 ml of Et2O was added dropwise (15 min.) to a stirred slurry of lithium aluminium hydride(LAH) in 125 ml of dry Et2O under an Ar atmosphere at room temperature. After the addition was complete the reaction was stirred at room temperature an additional 18 h. With great care, 8.0 ml of water were added dropwise to the vigorously stirred reaction mixture. Following this, 8.0 ml of 4N NaOH were then carefully added. Finally 22 ml of H2O were added and the aluminum salts were filtered from the Et2O solution. The filtrate was concentrated to give 8.24 g of the title products which was used without further purification.
Workup
- additionAfter the addition
- additionwere then carefully added
- filtrationthe aluminum salts were filtered from the Et2O solution
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-cba8bae2657b467094fc3b91918df6d6
- Source dataset
- uspto-grants-1990_06
- Patent number
- US04933325
Reaction notes
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