Acetic Acid → 1-Butanol, 4-dipropylamino-

In anhydrous methanol (20 ml), 4-amino-1-butanol (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (1.03 g) was dissolved. Then, the solution was added with sodium cyanoborohydride (2.18 g), acetic acid (5.00 ml), and propionaldehyde (2.08 ml), followed by stirring under a nitrogen atmosphere at room temperature for 1 week. After completion of the reaction, the solvent was distilled off and the residue was then dissolved in chloroform, followed by stirring after the addition of a saturated aqueous sodium bicarbonate solution. The resultant solution was subjected to extraction with chloroform. The extract was washed with a saturated aqueous sodium bicarbonate solution and saturated saline solution, followed by drying of the organic layer with anhydrous sodium sulfate. The solvent was distilled off, thereby obtaining the subject compound (2.54 g) as a colorless liquid.

1. customAfter completion of the reaction
2. distillationthe solvent was distilled off
3. dissolutionthe residue was then dissolved in chloroform
4. stirringby stirring
5. additionafter the addition of a saturated aqueous sodium bicarbonate solution
6. extractionThe resultant solution was subjected to extraction with chloroform
7. washThe extract was washed with a saturated aqueous sodium bicarbonate solution and saturated saline solution
8. dry with materialby drying of the organic layer with anhydrous sodium sulfate
9. distillationThe solvent was distilled off

ORD record

ord-6f5d6a0cb7fc426f944a570b0bfa6fcc

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07176227B2