ChemicalBook CAS DataBase List N-TERT-BUTYLFORMAMIDE

N-TERT-BUTYLFORMAMIDE synthesis

12synthesis methods

Product Name:N-TERT-BUTYLFORMAMIDE
CAS Number:2425-74-3
Molecular formula:C5H11NO
Molecular Weight:101.15

124-38-9
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75-64-9
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2425-74-3
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Yield: 100%

Reaction Conditions:

with C₂₁H₂₄N₂;phenylsilane in tetrahydrofuran at 20; under 750.075 - 2250.23 Torr; for 2 h;Inert atmosphere;Glovebox;Reagent/catalyst;Solvent;Temperature;Time;Concentration;

Steps:

1 Example 1
General procedure: The process for preparing formamide compounds of formula (I) may be carried out according to the following experimental protocol. Under an inert atmosphere in a glove box, the amine R¹R²NH (1 molar equivalent), the (pre)catalyst (from 0.001 to 1 molar equivalent), the silane compound (1 equivalent), and the solvent are introduced into a Schlenk tube, which is then sealed with a J. Young tap. The concentration of amine and of silane compound in the reaction mixture is approximately 1M (concentration calculated on the basis of the volume of solvent introduced). The order in which the reactants are introduced is not important. [0127] The Schlenk tube is subsequently placed under CO₂pressure (from 1 to 3 bar) by means of a vacuum ramp, and then is heated to a temperature of between 25 and 100° C. until full conversion of the amine (from 5 minutes to 72 hours of reaction). [0128] When the reaction is at an end, the volatile compounds are removed under reduced pressure and the reaction mixture is purified by chromatography on silica gel. The use of THF as an eluent allows any silyl-containing byproducts to be recovered (mixture of siloxanes and silanols). In a second phase, ethyl acetate is used as the eluent, in order to recover the formamide compound. The ethyl acetate present in the solution thus collected is then removed under reduced pressure, to give the analytically pure formamide compound.

References:

Commissariat A L'Energie Atomique Et Aux Energies Alternatives;Cantat, Thibault;Gomes, Christophe;Jacquet, Olivier US2014/18576, 2014, A1 Location in patent:Paragraph 0126-0136

75-64-9
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109-94-4 Synthesis