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2-Chloroethanol → 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene

HRID 713820
ノート
印刷プレビュー

反応式

HRID 713820 の反応式
[C:1]([C:3]([C:21]#[N:22])=[C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:16]([CH2:18][CH2:19][OH:20])[CH3:17])[CH:12]=2)[CH:7]=1)[CH3:5])#[N:2].Cl[CH2:24][CH2:25][OH:26]>C(#N)C>[C:1]([C:3]([C:21]#[N:22])=[C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:16]([CH2:18][CH2:19][O:20][CH2:24][CH2:25][OH:26])[CH3:17])[CH:12]=2)[CH:7]=1)[CH3:5])#[N:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 342-ChloroethanolHCID 18761122(1-(6-((2-Hydroxyethyl)(methyl)amino)-2-naphthyl)ethylidene)malononitrile

生成物 1

HCID 1185093672-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene収率 60%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

0.40 g (1.4 mmol) of the fourth compound 4 is obtained to be dissolved in 8 mL of anhydrous acetonitrile. 0.35 g (4.3 mmol) of 2-chloro-ethanol is added to be heated with stirring at 80° C. for 17 hrs. After cooling, extraction is processed with dichloromethane. After being dried with anhydrous sodium sulfate, an organic phase is concentrated under reduced pressure to be separated and purified by liquid chromatography (SiO2, CHCl3:EtOAc=1:1). Thus, a product, 2-(1,1-dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene 5 (hereinafter referred to as fifth compound 5), is obtained, which has a weight of 0.29 g and a yield of 60.0%.

後処理

  1. temperatureto be heated
  2. temperatureAfter cooling
  3. extractionextraction
  4. dry with materialAfter being dried with anhydrous sodium sulfate
  5. concentrationan organic phase is concentrated under reduced pressure
  6. customto be separated
  7. custompurified by liquid chromatography (SiO2, CHCl3:EtOAc=1:1)
  8. customis obtained

出典と根拠

ORDレコード
ord-5b82f0fe56ec4fe897ea5ebfaf8a2be3
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09186423B1

反応ノート

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