(5-bromo-1-benzofuran-2-yl)(phenyl)methanone → (5-Bromo-1-benzofuran-2-yl)(phenyl)methanol

HRID 1980102ノート

反応式

HRID 1980102 の反応式
[BH4-].[Na+].[C:3]([C:11]1[O:12][C:13]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][C:14]=2[CH:15]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O.O1CCOCC1>[Br:20][C:17]1[CH:18]=[CH:19][C:13]2[O:12][C:11]([CH:3]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[OH:10])=[CH:15][C:14]=2[CH:16]=1

参加物

5

反応物 2

HCID 801609(5-bromo-1-benzofuran-2-yl)(phenyl)methanoneHCID 4311764Sodium borohydride

生成物 1

HCID 3067860(5-Bromo-1-benzofuran-2-yl)(phenyl)methanol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

4 g of sodium borohydride dissolved in the minimum quantity of water are slowly added at ambient temperature to 8.5 g of 2-benzoyl-5-bromobenzofuran in 50 ml of dioxane. When the addition is finished, the mixture is kept stirring at ambient temperature for a further 3 hours. The solvent is removed under reduced pressure, the residue is redissolved in 50 ml of water, and extracted with ethyl ether. The ether phase is dried with anhydrous sodium sulphate, evaporated to dryness, and leaves a residue which on crystallising from cyclohexane has a M.P. of 56°-58° C.

後処理

  1. additionWhen the addition
  2. customThe solvent is removed under reduced pressure
  3. dissolutionthe residue is redissolved in 50 ml of water
  4. extractionextracted with ethyl ether
  5. dry with materialThe ether phase is dried with anhydrous sodium sulphate
  6. customevaporated to dryness
  7. customleaves a residue which
  8. customon crystallising from cyclohexane

出典と根拠

ORDレコード
ord-3b7de48b68794ecca5280b1b0fe71902
出典データセット
uspto-grants-1984_11
特許番号
US04485112

反応ノート

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