Water → HCID 13704294, 화합물

HRID 1583925노트

반응식

HRID 1583925 반응식
[CH3:1][C:2]1([CH3:15])[O:7][C:6]2[CH:8]=[CH:9][C:10]([CH:12]=[O:13])=[CH:11][C:5]=2[CH:4]2[O:14][CH:3]12.[NH:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21].[H-].[Na+].O>CS(C)=O>[CH3:1][C:2]1([CH3:15])[O:7][C:6]2[CH:8]=[CH:9][C:10]([CH:12]=[O:13])=[CH:11][C:5]=2[C@@H:4]([N:16]2[CH2:20][CH2:19][CH2:18][C:17]2=[O:21])[C@@H:3]1[OH:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 120252-PyrrolidoneHCID 24758Sodium hydrideHCID 137042811a,7b-Dihydro-2,2-dimethyl-2H-oxireno[c][1]benzopyran-6-carboxaldehyde

생성물 1

HCID 13704294HCID 13704294, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 3,4-dihydro-2,2-dimethyl-3,4-epoxy-6-formyl-2H-benzo[b]pyran (0.48 g, prepared using the method described in U.K. Pat. No. 1.511.187) and 2-pyrrolidone (0.20 g) in dry dimethyl sulphoxide (30 ml) was added sodium hydride (0.07 g, 80% dispersion in oil). After stirring at room temperature for 4 hours, water was added and the aqueous phase immediately extracted with ethyl acetate. The organic layer was washed with water and brine and dried over magnesium sulphate. Filtration, evaporation and chromatography (chromatotron, pentane-ethyl acetate gradient elution, 2 mm silica gel) gave a fraction (150 mgs) which was recrystallised to give the title compound as crystals (80 mgs) of m.p. 196°-197.5° C.

후처리

  1. extractionthe aqueous phase immediately extracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulphate
  4. filtrationFiltration, evaporation and chromatography (chromatotron, pentane-ethyl acetate gradient elution, 2 mm silica gel)
  5. customgave a fraction (150 mgs) which
  6. customwas recrystallised

출처 및 근거

ORD 기록
ord-37f7edebcef94b238815e0a8fe6c891e
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04555509

반응 노트

불러오는 중…