Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole

HRID 1906192ノート

反応式

HRID 1906192 の反応式
[NH:1]1[C:9]2[C:4](=[C:5]([CH:10]=[CH:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.S(O[CH2:30][CH2:31][Cl:32])(C1C=CC(C)=CC=1)(=O)=O>[OH-].[Na+].O>[Cl:32][CH2:31][CH2:30][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH:11]=[CH:10][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[CH:3]=[CH:2][NH:1]2

参加物

5

反応物 2

HCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 541413862-[(1H-indol-4-yl)-ethenyl]-phenol

生成物 1

HCID 542356984-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole収率 39.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

4 g of 2-[(1H-indol-4-yl)-ethenyl]-phenol obtained in Step A of Example 1 in 100 ml of 2N sodium hydroxide after having added 6 g of 2-chloroethanol tosylate were heated for 6 hours at reflux and the mixture was left for 16 hours at ambient temperature, then diluted with water and extracted with ethyl acetate. After eliminating the solvent under reduced pressure and chromatography on silica (eluent: benzene), 2 g of 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole (trans E) were obtained.

後処理

  1. temperaturewere heated for 6 hours
  2. temperatureat reflux
  3. extractionextracted with ethyl acetate

出典と根拠

ORDレコード
ord-f69f9a797ebb4410b183cea7efe2b7f4
出典データセット
uspto-grants-1987_03
特許番号
US04650811

反応ノート

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