HCID 12748355、化合物 → 2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione

HRID 915668ノート

反応式

HRID 915668 の反応式
Br[CH2:2][C:3]1[O:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:5][CH:4]=1.[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.[K]>CN(C)C=O>[C:8]1([C:6]2[O:7][C:3]([CH2:2][N:18]3[C:14](=[O:24])[C:15]4[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:17]3=[O:19])=[CH:4][N:5]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 12748355HCID 12748355、化合物HCID 24194345Phthalimide potassium salt

生成物 1

HCID 691295772-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione収率 99.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Dissolve 5-bromomethyl-2-phenyloxazole (1.17 g, 4.94 mmol) in dimethylformamide (15 mL) and add dropwise to a solution of potassium phthalimide (1.1 g, 5.93 mmol) in dimethylformamide (15 mL). Stir the reaction under nitrogen at room temperature overnight, concentrate to remove dimethylformamide, dissolve in ethyl acetate (75 mL), wash with saturated Na2CO3 (50 mL), and brine (75 mL). Dry the organic phase (Na2SO4), filter, and concentrate. Perform flash chromatography on silica gel eluting with 4:1 to 1:1 Hex/ethyl acetate to afford 1.5 g of 2-(2-phenyloxazol-5-ylmethyl)isoindole-1,3-dione as an off-white solid. MS: m/e=305 (MH+)

後処理

  1. customthe reaction under nitrogen at room temperature overnight
  2. concentrationconcentrate
  3. customto remove dimethylformamide
  4. dissolutiondissolve in ethyl acetate (75 mL)
  5. washwash with saturated Na2CO3 (50 mL), and brine (75 mL)
  6. dry with materialDry the organic phase (Na2SO4)
  7. filtrationfilter
  8. concentrationconcentrate

出典と根拠

ORDレコード
ord-ead33618bae447eba2633c79213d5575
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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