ChemicalBook CAS DataBase List 2-PIPERIDINOANILINE

2-PIPERIDINOANILINE synthesis

6synthesis methods

Product Name:2-PIPERIDINOANILINE
CAS Number:39643-31-7
Molecular formula:C11H16N2
Molecular Weight:176.26

5622-83-3 Synthesis

Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)

5622-83-3
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39643-31-7
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$16.00/1 g

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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Yield: 52% ， 21%

Reaction Conditions:

Stage #1:1,2,3,4-tetrahydro-pyrido[1,2-a]benzimidazole with diisobutylaluminium hydride in toluene at 0; for 23 h;Inert atmosphere;Reflux;
Stage #2: with water;sodium fluoride in toluene;benzene at 0 - 20; for 0.333333 h;Inert atmosphere;regioselective reaction;

Steps:

Generalprocedure for the preparation of 3 and 4
General procedure: To a solution of 2a (0.5 g, 3.17mmol) in dry toluene (10 mL) cooled to 0°C was added a solution of DIBAH (2.70 g, 19 mmol) in dry toluene (6 mL) dropwise with stirring under argon.The reaction mixture was stirred for7 hours and then boiled under reflux for 16 hours. Benzene (40mL) was added to the reaction mixture. It was cooled to 0°C and NaF (3.19 g)was added portionwise with stirring and then water (1.03 mL) was added dropwise. The resulting suspension was stirred for 20 min at room temperature. The amorphous precipitate was filtered, washed with CH₂Cl₂(2*30 mL).

References:

Shvidenko, Tatyana;Nazarenko, Kostiantyn;Shvidenko, Konstantin;Kostyuk, Aleksandr [Tetrahedron Letters,2014,vol. 55,# 1,p. 279 - 281] Location in patent:supporting information

15822-77-2 Synthesis