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Acetic Acid → HCID 178509102、化合物

HRID 872119
ノート
印刷プレビュー

反応式

HRID 872119 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]([CH:13]2[CH2:15][CH2:14]2)=O)[C:9]#[N:10])=[CH:4][CH:3]=1.O.[NH2:17][NH2:18].C(O)(=O)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:11]([CH:13]3[CH2:14][CH2:15]3)=[N:17][NH:18][C:9]=2[NH2:10])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 145579492-(4-Chlorophenyl)-3-cyclopropyl-3-oxopropanenitrile

生成物 1

HCID 178509102HCID 178509102、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2-(4-Chlorophenyl)-3-cyclopropyl-3-oxopropanenitrile(7.74 g), hydrazine hydrate (3.5 mL) and acetic acid (7.5 mL) are dissolved in a toluene solvent and stirred for 16 hours while heating. Upon completion of reaction, after cooling to room temperature, the solvent is removed by distillation under reduced pressure. The remainder is extracted with water and ethyl acetate. The extracted organic layer is dehydrated and distilled under reduced pressure. The remainder is purified by column chromatography to yield 5.2 g of the target compound. 1H NMR (CDCl3, 300 MHz): δ 7.40 (m, 4H), 3.75 (br, 2H), 1.86 (m, 1H) 0.93 (m, 2H), 0.65 (m, 2H).

後処理

  1. temperaturewhile heating
  2. customUpon completion of reaction
  3. customthe solvent is removed by distillation under reduced pressure
  4. extractionThe remainder is extracted with water and ethyl acetate
  5. distillationdistilled under reduced pressure
  6. customThe remainder is purified by column chromatography

出典と根拠

ORDレコード
ord-1c30b828453d453db34398dc65172c1c
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08975264B2

反応ノート

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