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

HRID 1939151ノート

反応式

HRID 1939151 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, 0.283 L, 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-de906dc5d9624931a7297783d521fa68
出典データセット
uspto-grants-1997_12
特許番号
US05696050

反応ノート

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