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

HRID 1762169

反応式

HRID 1762169 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-89aa20710e4e4a8c8ff3c0d15ac04285
出典データセット
uspto-grants-1989_05
特許番号
US04831055

関連ノート

読み込み中…