2-Thiophenecarboxaldehyde → 4-Nitrothiophene-2-carbaldehyde

HRID 1604731ノート

反応式

HRID 1604731 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[O:7].[N+:8]([O-])([O-:10])=[O:9].[K+]>S(=O)(=O)(O)O>[N+:8]([C:4]1[CH:3]=[C:2]([CH:6]=[O:7])[S:1][CH:5]=1)([O-:10])=[O:9]

参加物

4

反応物 2

HCID 73642-ThiophenecarboxaldehydeHCID 24434Potassium Nitrate

生成物 1

HCID 8188574-Nitrothiophene-2-carbaldehyde

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

As shown in Scheme 3, 5-Nitro-2-thiophenecarboxaldehyde and 5-nitro-3-thiophene-carboxaldehyde, carboxaldehyde, each of which are commercially available, can be reacted with tris(trimethylsilyl)phosphite to give XII. Thiophene-2-carboxaldehyde is nitrated in sulfuric acid with potassium nitrate to give 4-nitrothiophene-2-carboxaldehyde which in turn is reacted with diethylphosphite on basic alumina and allowed to stand for 2-20 hours. Extraction of the product with methylene chloride gives XV. Treatment of XV with 5-8 equivalents of bromotrimethylsilane in methylene chloride (50-100 mL) gives compound XVI.

出典と根拠

ORDレコード
ord-6d4799f3fc174d169013e655a72b48c2
出典データセット
uspto-grants-1999_11
特許番号
US05994563

反応ノート

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