2-Methyl-2-butene → 3-(1-Ethoxycarbonyl-1-methyl-ethoxy)-benzoic acid

HRID 1242384노트

반응식

HRID 1242384 반응식
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]=[O:16])[CH:10]=1)([CH3:7])[CH3:6])[CH3:2].CC(=CC)C.Cl([O-])=[O:24].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)(C)(C)C.O>[CH2:1]([O:3][C:4]([C:5]([CH3:7])([O:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:15]([OH:24])=[O:16])[CH3:6])=[O:17])[CH3:2]

참가 물질

7

반응물 4

HCID 105532-Methyl-2-buteneHCID 18766496Ethyl 2-(3-formylphenoxy)-2-methylpropanoateHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

생성물 1

HCID 219357143-(1-Ethoxycarbonyl-1-methyl-ethoxy)-benzoic acid수율 89.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

3.33 g (14.1 mmol) of 2-(3-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (example 55A])] was dissolved in 60 ml of tert.-butanol; 7.5 ml (70.5 mmol) of 2-methyl-2-butene was added, followed by a solution of 4.14 g (36.6 mmol) of sodium chlorite and 3.30 g (21.1 mmol) of sodium dihydrogen phosphate in 35 ml of water. After 2 hours, the reaction mixture was poured into crashed ice/EtOAc and extracted twice with EtOAc; the organic phases were washed with water, dried (MgSO4) and evaporated. The crude product was purified by recrystallisation from EtOAc/heptane to give 3.19 g of the title compound as colorless solid.

후처리

  1. additionthe reaction mixture was poured
  2. extractionextracted twice with EtOAc
  3. washthe organic phases were washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe crude product was purified by recrystallisation from EtOAc/heptane

출처 및 근거

ORD 기록
ord-c57ca1e050fa4e7db2daabf4f834cf49
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115611B2

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