Methanol → 5,5-Dichloro-2-isopropyl-4-pentenoic acid

HRID 1758968노트

반응식

HRID 1758968 반응식
[Cl:1][C:2]([Cl:14])=[CH:3][CH2:4][CH:5]([CH:11]([CH3:13])[CH3:12])[C:6]([O:8]CC)=[O:7].C(=O)([O-])[O-].[K+].[K+].CO>O>[Cl:1][C:2]([Cl:14])=[CH:3][CH2:4][CH:5]([CH:11]([CH3:12])[CH3:13])[C:6]([OH:8])=[O:7]

참가 물질

5

반응물 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 12959690Ethyl alpha-(3,3-dichloroallyl)isovalerate

생성물 1

HCID 129596915,5-Dichloro-2-isopropyl-4-pentenoic acid수율 89%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 67.0 g (0.28 mol) of ethyl 5,5-dichloro-2-isopropyl-4-pentenoate, 77.35 g (0.56 mol) of anhydrous potassium carbonate, 2128 ml of methanol, and 708 ml of water was refluxed 4 days under nitrogen. The reaction mixture was then cooled to room temperature and about two-thirds of the solvent removed on the rotary evaporator. The residue was taken up in three times its volume of water, extracted twice with ether, and acidified with conc. HCl. The acidified reaction mixture was extracted into ether, the ether solution washed with water, dried (MgSO4), and removed. The residue was vacuum distilled to give 52.5 g (89% yield) of 5,5-dichloro-2-isopropyl-4-pentenoic acid, b.p. 91°-96° C./0.30 mm.

후처리

  1. temperaturewas refluxed 4 days under nitrogen
  2. customremoved on the rotary evaporator
  3. extractionextracted twice with ether
  4. customThe acidified reaction mixture
  5. extractionwas extracted into ether
  6. washthe ether solution washed with water
  7. dry with materialdried (MgSO4)
  8. customremoved
  9. distillationdistilled

출처 및 근거

ORD 기록
ord-07782173274747518c169839a1f7218a
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04338326

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