Sulfuric Acid → 3-(4'-Methoxybenzoyl)benzofuran

HRID 1283649ノート

反応式

HRID 1283649 の反応式
[Mg].I[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.[C:11]([C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH:14]=1)#N.S(=O)(=O)(O)[OH:23]>O.CCOCC>[CH3:10][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:11]([C:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[O:15][CH:14]=2)=[O:23])=[CH:4][CH:5]=1

参加物

7

反応物 4

HCID 1118Sulfuric AcidHCID 696764-IodoanisoleHCID 5462224MagnesiumHCID 157430851-Benzofuran-3-carbonitrile

生成物 1

HCID 214879623-(4'-Methoxybenzoyl)benzofuran

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of the Grignard reagent prepared from 4.27 g. (0.14 g.-atom) of magnesium turnings and 31.0 g. (0.13 mol.) of 4-iodoanisole in 50 ml. of ether was added dropwise a solution of 10.0 g. (0.07 mol.) of 3-cyanobenzofuran in 150 ml. of ether. The reaction mixture was stirred at 25° for 17 hours, then 30 ml. of water was added followed by a mixture of 20 ml. of sulfuric acid and 40 ml. of water. Additional amounts of the acid solution were added to dissolve the precipitate that formed in the reaction mixture. The mixture was poured into 500 ml. of water and the aqueous solution was extracted with chloroform. The extracts were dried (MgSO4) and concentrated in vacuo to give 3-(4'-methoxybenzoyl)benzofuran which was purified by chromatography on alumina with chloroform, m.p. 89°-90° (hexane-benzene).

後処理

  1. additionfollowed by a mixture of 20 ml
  2. additionAdditional amounts of the acid solution were added
  3. dissolutionto dissolve the precipitate
  4. customthat formed in the reaction mixture
  5. additionThe mixture was poured into 500 ml
  6. extractionof water and the aqueous solution was extracted with chloroform
  7. dry with materialThe extracts were dried (MgSO4)
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-65da100519974144857b5f9f91bfdb69
出典データセット
uspto-grants-1976_08
特許番号
US03975537

反応ノート

読み込み中…