Dimethylformamide → 1a,7b-Dihydro-2,2-dimethyl-2H-oxireno[c][1]benzopyran-6-carboxaldehyde

HRID 1030210노트

반응식

HRID 1030210 반응식
Br[C@H:2]1[C@H:7]([OH:8])[C:6]2[CH:9]=[C:10]([CH:13]=[O:14])[CH:11]=[CH:12][C:5]=2[O:4][C:3]1([CH3:16])[CH3:15].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:15][C:3]1([CH3:16])[CH:2]2[O:8][CH:7]2[C:6]2[CH:9]=[C:10]([CH:13]=[O:14])[CH:11]=[CH:12][C:5]=2[O:4]1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 13704275HCID 13704275, 화합물

생성물 1

HCID 137042811a,7b-Dihydro-2,2-dimethyl-2H-oxireno[c][1]benzopyran-6-carboxaldehyde수율 58.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of trans-3-bromo-3,4-dihydro-2,2-dimethyl-4-hydroxy-2H-1-benzopyran-6-carbaldehyde (6.9 g), potassium carbonate (6.7 g), and dimethylformamide (24 ml) was stirred at room temperature for 48 hours and followed by at 35° C. for 24 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by recrystallization from diisopropyl ether to give 3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-1-benzopyran-6-carbaldehyde (2.9 g).

후처리

  1. waitfollowed by at 35° C. for 24 hours
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by recrystallization from diisopropyl ether

출처 및 근거

ORD 기록
ord-48fdf6e283364909b8404b22e04bef0a
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05104890

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