ChemicalBook CAS DataBase List N,N-Dimethyl-1-naphthylamine

N,N-Dimethyl-1-naphthylamine synthesis

13synthesis methods

Product Name:N,N-Dimethyl-1-naphthylamine
CAS Number:86-56-6
Molecular formula:C12H13N
Molecular Weight:171.24

1-Naphthalenamine, N,N-dimethyl-, N-oxide

830-70-6
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86-56-6
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Yield:86-56-6 96%

Reaction Conditions:

with phenylboronic acid in dichloromethane at 20; for 0.166667 h;

Steps:

Deoxygenation of aliphatic and heteroaromatic amine N-oxides

General procedure: Phenylboronic acid (1.0 equiv. for aliphatic N-oxides and 1.5 equiv. for pyridine N-oxides) and tert-amine N-oxide (1 mmol) was stirred in dichloroethane (2 mL) at appropriate temperature (80 oC and 120 oC respectively) in a pressure tube. The progress of the reaction was monitoredby using TLC. After completion, the reaction mixture was diluted with ethyl acetate and washed with water and NaOH solution (1 normal, 3*5 mL). The organic layer was dried over anhydrous sodium sulfate, evaporated and subjected to the column chromatography to obtain pure products.

References:

Gupta, Surabhi;Sureshbabu, Popuri;Singh, Adesh Kumar;Sabiah, Shahulhameed;Kandasamy, Jeyakumar [Tetrahedron Letters,2017,vol. 58,# 10,p. 909 - 913] Location in patent:supporting information

64-18-6 Synthesis