Cyclohexyl bromide → 3-Methyl-1-benzothiophene-7-ol

HRID 1380078ノート

反応式

HRID 1380078 の反応式
C1(Br)CCCCC1.Cl[C:9]1[C:14]2[S:15][CH:16]=[C:17]([CH3:18])[C:13]=2[CH:12]=[CH:11][CH:10]=1.[Mg].C1C[O:23]CC1>>[OH:23][C:9]1[C:14]2[S:15][CH:16]=[C:17]([CH3:18])[C:13]=2[CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 4

HCID 7960Cyclohexyl bromideHCID 8028Tetrahydrofuran2 回HCID 5462224MagnesiumHCID 202421187-Chloro-3-methyl-1-benzothiophene

生成物 1

HCID 153248073-Methyl-1-benzothiophene-7-ol

実験手順

Cyclohexyl bromide (32.6 g.) and 7-chloro-3-methylbenzo[b]thiophene (18.3 g.) in THF (400 ml) is added to a suspension of magnesium turnings (7.3 g.) in THF. The mixture is stirred for two hours and heated on a steam bath for two hours. The reaction is cooled and oxygen is bubbled in slowly for two hours. The mixture is stirred for 18 hours at room temperature and extracted with chloroform. The organic extract is extracted with 5% sodium hydroxide. The aqueous extract is acidified with concentrated hydrochloric acid and extracted with ethyl ether. The ether extract is dried (MgSO4) and concentrated to a solid.

後処理

  1. temperatureheated on a steam bath for two hours
  2. temperatureThe reaction is cooled
  3. customoxygen is bubbled in slowly for two hours
  4. stirringThe mixture is stirred for 18 hours at room temperature
  5. extractionextracted with chloroform
  6. extractionThe organic extract
  7. extractionis extracted with 5% sodium hydroxide
  8. extractionThe aqueous extract
  9. extractionextracted with ethyl ether
  10. extractionThe ether extract
  11. dry with materialis dried (MgSO4)
  12. concentrationconcentrated to a solid

出典と根拠

ORDレコード
ord-21ec5330ac1945778ad9edafb0969c2b
出典データセット
uspto-grants-1986_04
特許番号
US04579865

反応ノート

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