Phthalimide potassium salt → 2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione

HRID 915661ノート

反応式

HRID 915661 の反応式
Br[CH2:2][C:3]1[S:7][C:6]([CH3:8])=[N:5][CH:4]=1.[C:9]1(=[O:19])[NH:13][C:12](=[O:14])[C:11]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:10]12.[K]>CN(C)C=O>[CH3:8][C:6]1[S:7][C:3]([CH2:2][N:13]2[C:9](=[O:19])[C:10]3[C:11](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:12]2=[O:14])=[CH:4][N:5]=1

参加物

4

反応物 2

HCID 24194345Phthalimide potassium saltHCID 552507865-(Bromomethyl)-2-methyl-1,3-thiazole

生成物 1

HCID 469423262-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione収率 40.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Add 5-bromomethyl-2-methylthiazole (390 mg, 2.03 mmol) in dimethylformamide (2 mL) dropwise to a suspension of potassium phthalimide (434 mg, 2.34 mmol) in dimethylformamide (8 mL). Stir the reaction under nitrogen at room temperature overnight. Concentrate the mixture in vacuo, dissolve in ethyl acetate (100 mL), and wash with water (100 mL). Dry the organic phase (sodium sulfate), filter, and concentrate. Perform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate, then 100% ethyl acetate to afford 210 mg of 2-(2-methylthiazol-5-ylmethyl)isoindole-1,3-dione as a tan solid. MS: m/z=259 (MH+).

後処理

  1. customthe reaction under nitrogen at room temperature overnight
  2. concentrationConcentrate the mixture in vacuo
  3. dissolutiondissolve in ethyl acetate (100 mL)
  4. washwash with water (100 mL)
  5. dry with materialDry the organic phase (sodium sulfate)
  6. filtrationfilter
  7. concentrationconcentrate
  8. washPerform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate

出典と根拠

ORDレコード
ord-a9fccd586ac842e3baf56f4f8bd03b71
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

反応ノート

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