Hydrochloric Acid → HCID 1086751, compound
Reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1.B.[Na].Cl.[CH2:12](O)[CH3:13]>>[CH:12]1([CH2:13][NH:1][CH2:2][C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)[CH2:6][CH2:7][CH2:8][CH2:3][CH2:2]1Participants
Procedure
To 100 ml of ethanol were added 7.0 g of cyclooctylaldehyde and 5.4 g of 3-aminomethylpyridine, and the mixture was subjected to a reaction for 4 hours at about 50° C. After cooling, 2.0 g of sodium boron hydride was added while 20° C. or below was kept by ice cooling, and the mixture was subjected to a reaction for 1 hour at room temperature. The reaction mixture was acidified with 2N hydrochloric acid and concentrated to dryness. To the residue was added an aqueous potassium carbonate solution to make the residue alkaline. The mixture was extracted with chloroform. The extract was washed with water and then dried with anhydrous sodium sulfate. The solvent was removed by evaporation. The residue was subjected to distillation under reduced pressure to obtain 6.4 g of N-(cyclohexylmethyl)-N-(3-pyridylmethyl)amine.
Workup
- customthe mixture was subjected to a reaction for 4 hours at about 50° C
- temperatureAfter cooling
- customthe mixture was subjected to a reaction for 1 hour at room temperature
- concentrationconcentrated to dryness
- additionTo the residue was added an aqueous potassium carbonate solution
- extractionThe mixture was extracted with chloroform
- washThe extract was washed with water
- dry with materialdried with anhydrous sodium sulfate
- customThe solvent was removed by evaporation
- distillationThe residue was subjected to distillation under reduced pressure
Sources & evidence
- ORD record
- ord-8cfb32f26f04432c84ace75c4b10fc5a
- Source dataset
- uspto-grants-1995_03
- Patent number
- US05401740
Reaction notes
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