Sulfuric Acid → HCID 57591513、化合物

HRID 1367682ノート

反応式

HRID 1367682 の反応式
[Br:1][C:2]1[CH:3]2[CH2:11][CH:6]([C:7](Br)(Br)[CH:8]=1)[CH2:5][CH2:4]2.C(#N)C.S(=O)(=O)(O)[OH:16].[OH-].[Na+]>ClC1C=CC=CC=1>[Br:1][C:2]1[CH:3]2[CH2:11][CH:6]([CH2:5][CH2:4]2)[C:7](=[O:16])[CH:8]=1

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 14798Sodium HydroxideHCID 574469862,4,4-Tribromobicyclo[3.2.1]oct-2-ene

生成物 1

HCID 57591513HCID 57591513、化合物収率 6.3%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

実験手順

To a solution of 89.9 g (7.9% w/w, 100%=7.1 g, 20.6 mmol) of 2,4,4-tribromobicyclo[3.2.1]oct-2-ene in chlorobenzene there are added 100 ml of acetonitrile and 100 ml of 10% sulfuric acid and stirring is carried out for 50 minutes at ambient temperature. The pH is then adjusted to 7 using aqueous sodium hydroxide solution and the aqueous phase is separated off. The organic phase is washed with 50 ml of water and then dried using magnesium sulfate. After filtration and removal of the acetonitrile using a rotary evaporator, 57.8 g (88% of theory) of 4-bromo-bicyclo[3.2.1]oct-3-en-2-one are obtained as a 6.3% solution in chlorobenzene.

後処理

  1. customthe aqueous phase is separated off
  2. washThe organic phase is washed with 50 ml of water
  3. customdried
  4. filtrationAfter filtration and removal of the acetonitrile using
  5. customa rotary evaporator, 57.8 g (88% of theory) of 4-bromo-bicyclo[3.2.1]oct-3-en-2-one

出典と根拠

ORDレコード
ord-4f83756732eb466384924c60575a1a7b
出典データセット
uspto-grants-2011_02
特許番号
US07893270B2

反応ノート

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