Phthalimide → Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)benzoate

HRID 1762169

반응식

HRID 1762169 반응식
Br[CH2:2][CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1.[K].[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12>CN(C)C=O>[CH3:12][O:11][C:9]([C:8]1[CH:13]=[CH:14][C:5]([O:4][CH2:3][CH2:2][N:20]2[C:19](=[O:21])[C:18]3=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]3[C:16]2=[O:26])=[CH:6][CH:7]=1)=[O:10]

참가 물질

5

반응물 3

HCID 6809PhthalimideHCID 1898264Methyl 4-(2-bromoethoxy)benzoateHCID 5462222Potassium

생성물 1

HCID 7679064Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)benzoate수율 94%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Methyl 4-(2-Bromoethoxy)benzoate (126.52 g) and 99.5 g of potassium salt of phthalimide were dissolved in 600 ml of N,N-dimethylformamide and the solution was stirred at 78°-80° C. for 2 hours. The reaction solution was poured over ice water and extracted with chloroform. The chloroform layer was washed with water twice, dried with anhydrous magnesium sulphate, and concentrated in vacuo whereupon the residue was crystallised. Ether was added to the residue and filtered to give crystals in 149.23 g (yield: 94%). M.p. 129°-130.5° C.

후처리

  1. extractionextracted with chloroform
  2. washThe chloroform layer was washed with water twice
  3. dry with materialdried with anhydrous magnesium sulphate
  4. concentrationconcentrated in vacuo whereupon the residue
  5. customwas crystallised
  6. additionEther was added to the residue
  7. filtrationfiltered
  8. customto give crystals in 149.23 g (yield: 94%)

출처 및 근거

ORD 기록
ord-89aa20710e4e4a8c8ff3c0d15ac04285
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04831055

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