Tetrahydrofuran → Ethyl 3-(2-anilinothiazol-4-yl)acrylate

HRID 2107265ノート

反応式

HRID 2107265 の反応式
[NH:1]([C:8]1[S:9][CH:10]=[C:11]([CH:13]=O)[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:15]([O:17][C:18]([CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:19])[CH3:16].O1CCCC1>O>[NH:1]([C:8]1[S:9][CH:10]=[C:11]([CH:13]=[CH:20][C:18]([O:17][CH2:15][CH3:16])=[O:19])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 150535702-Anilinothiazole-4-carbaldehyde

生成物 1

HCID 54052926Ethyl 3-(2-anilinothiazol-4-yl)acrylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A mixture comprising 3.5 g of 2-anilinothiazole-4-carbaldehyde, 6.5 g of (ethoxycarbonylmethylene)triphenylphosphorane and 35 ml of tetrahydrofuran was heated at 60 ° C. for 2 hours. The reaction mixture was poured into water and extracted with benzene. The benzene extract was dried over anhydrous sodium sulfate, and the solvent was evaporated off under reduced pressure, giving an oil. This oil was purified by silica gel column chromatography. using as eluent a 9:1 mixture of benzene and ethyl acetate, giving the desired compound as yellow crystals.

後処理

  1. extractionextracted with benzene
  2. extractionThe benzene extract
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated off under reduced pressure
  5. customgiving an oil
  6. customThis oil was purified by silica gel column chromatography
  7. additiona 9:1 mixture of benzene and ethyl acetate

出典と根拠

ORDレコード
ord-7f3200267c1946fc93d2bec920aa06e4
出典データセット
uspto-grants-1990_06
特許番号
US04933355

反応ノート

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