Hydrogen Bromide → 2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-ol

HRID 225145ノート

反応式

HRID 225145 の反応式
[Br:1][CH2:2][C:3]([CH:5]1[O:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[O:7][CH2:6]1)=[O:4].[BH4-].[Na+].Br>CO>[O:10]1[C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[O:7][CH2:6][CH:5]1[CH:3]([OH:4])[CH2:2][Br:1]

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 4311764Sodium borohydrideHCID 126085852-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-one

生成物 1

HCID 126085902-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-ol収率 25.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
-70 °C

実験手順

2-Bromoacetyl-1,4-benzodioxan(53.8 g) in methanol (500 mls) was cooled to -70° C. Sodium borohydride (10.3 g) was added and the solution stirred at -70° C. for 12 hours. The solution was treated with hydrobromic acid until acidic and the solvent evaporated. The residue was dissolved in ether and the ether extracts were washed with sodium bicarbonate solution; then water and dried (MgSO4) and evaporated to give a white solid. This was recrystallised eight times from petroleum spirit 60-80 to give 14 grams of the title compound.

後処理

  1. customevaporated
  2. dissolutionThe residue was dissolved in ether
  3. washthe ether extracts were washed with sodium bicarbonate solution
  4. dry with materialthen water and dried (MgSO4)
  5. customevaporated
  6. customto give a white solid
  7. customThis was recrystallised eight times from petroleum spirit 60-80

出典と根拠

ORDレコード
ord-49ade3456d8649a7ba63b43f907aac16
出典データセット
uspto-grants-1980_11
特許番号
US04235915

反応ノート

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