Azide → 3-Azidomethyl-3-methyloxetane

HRID 259849ノート

反応式

HRID 259849 の反応式
N(C1CCO1)=[N+]=[N-].[N-:8]=[N+:9]=[N-:10].Cl[CH2:12][C:13]1([CH3:17])[CH2:16][O:15][CH2:14]1>>[N:8]([CH2:12][C:13]1([CH3:17])[CH2:16][O:15][CH2:14]1)=[N+:9]=[N-:10]

参加物

4

実験手順

As such, it has been discovered that monofunctional azidooxetane compounds, i.e., 3-azidomethyl-3-R1 -oxetanes, can also be prepared by combining a neat halooxetane with an aqueous metallic azide solution and a phase transfer catalyst (PTC). For example, using the process of the present invention, 3-chloromethyl-3-methyloxetane gives the corresponding 3-azidomethyl-3-methyloxetane (AMMO) in 97% yield. Moreover, 3-bromomethyl-3-hydroxymethyloxetane was previously converted to the corresponding 3-azidomethyl-3-hydroxymethyloxetane in acetone. Using the process of the present invention, however, 3-bromomethyl-3-hydroxymethyloxetane is converted to the corresponding 3-azidomethyl-3-hydroxymethyloxetane, without the use of an organic solvent, using an aqueous sodium azide solution and a phase transfer catalyst. The process of the present invention gives the same result with a faster rate of reaction and without the use of an organic solvent. In addition, 3-chloromethyl-3-methyloxetane 3-chloromethyl-3-phenoxymethyloxetane reacts with an aqueous solution of sodium azide in water with a PTC to give 3-azidomethyl-3-phenoxymethyloxetane in 87% yield.

後処理

  1. customcan also be prepared

出典と根拠

ORDレコード
ord-63613d3af50b4ace9d8bd76853e0971a
出典データセット
uspto-grants-1996_06
特許番号
US05523424

反応ノート

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