Isopropanol → 3-(2,4-Dichlorophenoxy)propanoic acid

HRID 1654450노트

반응식

HRID 1654450 반응식
CC(C)=[O:3].OS(O)(=O)=O.O=[Cr](=O)=O.[Cl:14][C:15]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:16]=1[O:17][CH2:18][CH2:19][CH2:20][OH:21].C(O)(C)C>CC(C)=O>[Cl:14][C:15]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:16]=1[O:17][CH2:18][CH2:19][C:20]([OH:3])=[O:21]

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 235019(2,4-Dichlorophenoxy)propanolHCID 131709961Jones' reagent

생성물 1

HCID 1190483-(2,4-Dichlorophenoxy)propanoic acid수율 91.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Jones reagent (2.3M, 0.283L, 0.650 mol, CrO3 /H2SO4) is added to a solution of 3-(2,4-dichlorophenoxy)-1-propanol (71.87 g, 0.325 mol) in acetone while maintaining the temperature of the reaction mixture below 40° C. After the addition is complete, isopropanol is added and the reaction mixture is filtered through diatomaceous earth. The filtrate is concentrated in vacuo to give a blue-green solid which is partitioned between ether and water. The organic phase is separated, washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo to obtain the title product as a yellow solid (69.87 g, mp 93°-95° C.).

후처리

  1. temperaturewhile maintaining the temperature of the reaction mixture below 40° C
  2. additionAfter the addition
  3. filtrationthe reaction mixture is filtered through diatomaceous earth
  4. concentrationThe filtrate is concentrated in vacuo
  5. customto give a blue-green solid which
  6. customis partitioned between ether and water
  7. customThe organic phase is separated
  8. washwashed with brine
  9. dry with materialdried over anhydrous MgSO4
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c9e5908992984d899c9ff41373a57f09
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05407897

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