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

HRID 1274261

반응식

HRID 1274261 반응식
[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

참가 물질

5

반응물 3

HCID 1118Sulfuric Acid2회HCID 802061-Phenylcyclopropanecarboxylic acidHCID 23675764Sodium Iodate2회

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
70 °C

실험 절차

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 form methanol/water to give 1-(4-iodophenyl)cyclopropane-1-carboxylic acid (7.98 g, 27 mmol, 27%).

후처리

  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 form methanol/water

출처 및 근거

ORD 기록
ord-0c1b33025f2e4dde9efd613106d3b064
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156784

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