Water → HCID 13704294、化合物

HRID 1583925ノート

反応式

HRID 1583925 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 13704294HCID 13704294、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-37f7edebcef94b238815e0a8fe6c891e
出典データセット
uspto-grants-1985_11
特許番号
US04555509

反応ノート

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