Sodium Methoxide → Ethyl cyanoacrylate

HRID 279789

反応式

HRID 279789 の反応式
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:15]#[N:16])[CH2:6]C(C#N)C(OCC)=O)[CH3:2].C[O-].[Na+].C(OC(=O)CCCC(OC#N)=O)#N>CO.O>[CH2:1]([O:3][C:4](=[O:17])[C:5]([C:15]#[N:16])=[CH2:6])[CH3:2]

参加物

7

反応物 4

HCID 10942334Sodium Methoxide2 回HCID 15932776Diethyl 2,4-dicyanopentanedioateHCID 86740765DicyanoglutarateHCID 178486302HCID 178486302、化合物

生成物 1

HCID 81530Ethyl cyanoacrylate収率 59.6%

試薬・触媒・溶媒 2

HCID 887Methanol触媒HCID 962Water溶媒

実験手順

494.0 g (2.074 moles) of 2,4-dicyanoglutaric acid diethyl ester were reacted in the absence of water with 44.8 g of polyoxymethylene (92%; 1.372 moles) and 3 g of a 30% solution of sodium methylate in methanol (0.0167 mole). The quantity of sodium methylate used corresponded to an excess of 1.25 millimoles per mole of dicyanoglutarate. The reaction was carried out over a period of 45 minutes at a temperature of 100° C.-130° C. The water present was then removed using an oil pump vacuum. Thermolysis produced 154.5 g (1.236 moles) of 2-cyanoacrylic acid ethyl ester after distillation. The yield thus amounted to 31.3% by weight, based on 2,4-dicyanoglutarate.

後処理

  1. customThe water present was then removed

出典と根拠

ORDレコード
ord-ac7b614eb6fb42a09e49033fdddffcb0
出典データセット
uspto-grants-1986_05
特許番号
US04587059

関連ノート

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