Sulfuric Acid → 1-(4-Iodophenyl)cyclopropane-1-carboxylic acid

HRID 1005391

反応式

HRID 1005391 の反応式
[C:1]1([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:13]([O-])(=O)=O.[Na+].S(=O)(=O)(O)O>C(O)(=O)C>[I:13][C:4]1[CH:5]=[CH:6][C:1]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)=[CH:2][CH:3]=1

参加物

5

反応物 3

HCID 1118Sulfuric Acid2 回HCID 802061-Phenylcyclopropanecarboxylic acidHCID 23675764Sodium Iodate2 回

生成物 1

HCID 217064771-(4-Iodophenyl)cyclopropane-1-carboxylic acid収率 106%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

A mixture of 1-phenylcyclopropane carboxylic acid (16.5 g, 101 mmol), sodium iodate (5.04 g) and concentrated sulfuric acid (1 mL) in acetic acid (70 mL) was stirred and heated at 70° C. for 2 days. Additional sodium iodate (1.88 g) and sulfuric acid (1 mL) were added, and stirring was continued for 1 day. The acetic acid was evaporated, and the residue was partitioned between ethyl acetate and water. The organic phase was washed with aqueous sodium thiosulfate, dried, filtered, and evaporated. The solid residue was recrystallized from methanol/water to give 1-(4-iodophenyl)cyclopropane-1-carboxylic acid (7.98 g, 27 mmol, 27%).

後処理

  1. stirringstirring
  2. customThe acetic acid was evaporated
  3. customthe residue was partitioned between ethyl acetate and water
  4. washThe organic phase was washed with aqueous sodium thiosulfate
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe solid residue was recrystallized from methanol/water

出典と根拠

ORDレコード
ord-ff3f423896ea47cd8538adb330f08f72
出典データセット
uspto-grants-2000_04
特許番号
US06054470

関連ノート

読み込み中…