2,3-Dimethylphenol → Xibenolol

HRID 2198832

反応式

HRID 2198832 の反応式
[C:1]([N:5]1[CH2:8][CH:7]([OH:9])[CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:10]1([OH:18])[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[CH3:17].[OH-].[Na+]>CCOCC>[CH3:17][C:11]1[C:12]([CH3:16])=[CH:13][CH:14]=[CH:15][C:10]=1[O:18][CH2:6][CH:7]([OH:9])[CH2:8][NH:5][C:1]([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 106872,3-DimethylphenolHCID 14798Sodium HydroxideHCID 2879861-tert-Butyl-3-hydroxyazetidine

生成物 1

HCID 146256Xibenolol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
160 °C

実験手順

To a mixture of 6.5 parts of 1-(tert.butyl)-3-azetidinol and 6.7 parts of 2,3-xylenol 0.2 part of sodium hydroxide was added, and the mixture was heated at 160° C. for 24 hours. The reaction mixture was cooled and then dissolved in 100 parts of ether. The solution was washed twice with 50 parts of 2 N-sodium hydroxide aqueous solution and extracted three times with 50 parts of 2 N-hydrochloric acid aqueous solution. The extract was washed with 50 parts of ether and was made alkaline by addition of 2 N-sodium hydroxide aqueous solution. The solution was cooled and agitated to form crystals. The resulting crystals were dried and recrystallized twice from ether to yield 9.2 parts of 1-(2',3'-dimethylphenyloxy)-3-(tert.-butylamino)-2-propanol having a melting point of 57° C.

後処理

  1. additionwas added
  2. temperatureThe reaction mixture was cooled
  3. washThe solution was washed twice with 50 parts of 2 N-sodium hydroxide aqueous solution
  4. extractionextracted three times with 50 parts of 2 N-hydrochloric acid aqueous solution
  5. washThe extract was washed with 50 parts of ether
  6. additionby addition of 2 N-sodium hydroxide aqueous solution
  7. temperatureThe solution was cooled
  8. customto form crystals
  9. customThe resulting crystals were dried
  10. customrecrystallized twice from ether

出典と根拠

ORDレコード
ord-9600be261acb4834855eb3c0ecbd4206
出典データセット
uspto-grants-1982_11
特許番号
US04360464

関連ノート

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