HCID 12748355, 화합물 → 2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione

HRID 915668노트

반응식

HRID 915668 반응식
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

참가 물질

4

반응물 2

HCID 12748355HCID 12748355, 화합물HCID 24194345Phthalimide potassium salt

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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+)

후처리

  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

출처 및 근거

ORD 기록
ord-ead33618bae447eba2633c79213d5575
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265246B2

반응 노트

불러오는 중…