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

HRID 440120ノート

反応式

HRID 440120 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-06018a5217134e899a95cf90fb1e8cb7
出典データセット
uspto-grants-1996_05
特許番号
US05516918

反応ノート

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