Dimethylformamide → 2-[3-(2-Phenyl-1,3-dioxolan-2-yl)propyl]-1H-isoindole-1,3(2H)-dione

HRID 1013120ノート

反応式

HRID 1013120 の反応式
Cl[CH2:2][CH2:3][CH2:4][C:5]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:9][CH2:8][CH2:7][O:6]1.[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.[K].CN(C=O)C>O>[C:10]1([C:5]2([CH2:4][CH2:3][CH2:2][N:20]3[C:16](=[O:26])[C:17]4[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:19]3=[O:21])[O:9][CH2:8][CH2:7][O:6]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 128663382-(3-Chloropropyl)-2-phenyl-1,3-dioxolaneHCID 24194345Phthalimide potassium salt

生成物 1

HCID 574477532-[3-(2-Phenyl-1,3-dioxolan-2-yl)propyl]-1H-isoindole-1,3(2H)-dione収率 84%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

Add 2-(3-chloropropyl)-2-phenyl-[1,3]dioxolane (38 g, 168 mmol) and potassium phthalimide (34.2 g, 184.4 mmol) to DMF (80 mL) and stir for 40 min at 150° C. Cool the reaction to RT, dilute with water (1 L) and extract the mixture with a mixture of EtOAc (500 mL) and hexanes (500 mL) and DCM (2 L). Dry (sodium sulfate), concentrate and recrystallize the solid from hot ethanol (600 mL). Filter and dry the residue under vacuum to isolate the title compound as a white solid (47.62 g, 84%).

後処理

  1. temperatureCool
  2. customthe reaction to RT
  3. extractionextract the mixture
  4. additionwith a mixture of EtOAc (500 mL) and hexanes (500 mL) and DCM (2 L)
  5. dry with materialDry (sodium sulfate)
  6. concentrationconcentrate
  7. customrecrystallize the solid from hot ethanol (600 mL)
  8. filtrationFilter
  9. customdry the residue under vacuum

出典と根拠

ORDレコード
ord-6e014771ee0a4e1b874404a23cd87f81
出典データセット
uspto-grants-2011_07
特許番号
US07981882B2

反応ノート

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