Iodoacetic Acid → (2,3-Dichloro-4-acryloylphenoxy)-acetic acid

HRID 255943

반응식

HRID 255943 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:12])[CH:10]=[CH2:11])[CH:5]=[CH:4][C:3]=1[OH:13].I[CH2:15][C:16]([OH:18])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:12])[CH:10]=[CH2:11])[CH:5]=[CH:4][C:3]=1[O:13][CH2:15][C:16]([OH:18])=[O:17]

참가 물질

5

반응물 3

HCID 5240Iodoacetic AcidHCID 11430Potassium CarbonateHCID 13958744HCID 13958744, 화합물

생성물 1

HCID 13958742(2,3-Dichloro-4-acryloylphenoxy)-acetic acid수율 35.7%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2,3-Dichloro-4-acryloylphenol (4.85 g, 0.0224 mole), iodoacetic acid (4.5 g, 0.24 mole), potassium carbonate (3.33 g, 0.024 mole) and acetone (200 ml) were united, stirred and refluxed for 20 hours. The reaction mixture was cooled and the solid removed by filtration, dissolved in water (100 ml) and acidified to a pH of 1 with concentrated hydrochloric acid. The material that separated was extracted with chloroform, the organic layer removed, washed with water, dried over MgSO4, filtered and the solvent removed by evaporation in vacuo. The residue was recrystallized from carbon tetrachloride to give 2.2 g of (2,3-dichloro-4-acryloylphenoxy)-acetic acid, m.p. 111°-113° C.

후처리

  1. temperaturerefluxed for 20 hours
  2. temperatureThe reaction mixture was cooled
  3. customthe solid removed by filtration
  4. dissolutiondissolved in water (100 ml)
  5. customThe material that separated
  6. extractionwas extracted with chloroform
  7. customthe organic layer removed
  8. washwashed with water
  9. dry with materialdried over MgSO4
  10. filtrationfiltered
  11. customthe solvent removed by evaporation in vacuo
  12. customThe residue was recrystallized from carbon tetrachloride

출처 및 근거

ORD 기록
ord-e78cce5e0b18492bb04bdc49b63ef128
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04699926

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