Benzaldehyde → HCID 14459942、化合物

HRID 892820ノート

反応式

HRID 892820 の反応式
[C:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][CH:9]2[S:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C[O-].[Na+].Cl>C(O)C.O>[C:19]1(/[CH:18]=[CH:2]/[C:1]([C:4]2[CH:17]=[CH:16][C:7]([CH2:8][CH:9]3[S:13][C:12](=[O:14])[NH:11][C:10]3=[O:15])=[CH:6][CH:5]=2)=[O:3])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

7

反応物 4

HCID 240Benzaldehyde2 回HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 14456701HCID 14456701、化合物

生成物 1

HCID 14459942HCID 14459942、化合物収率 24.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a slurry of 5-(4-acetylbenzyl)thiazolidine-2,4-dione (4.0 mmol, 1.0 g), and benzaldehyde (4.0 mmol, 0.41 ml) in ethanol (10 ml) was added sodium methoxide (4.8 mmol, 260 mg). The solution was heated to reflux for 1.5 hours, then more benzaldehyde was added and the mixture was heated another 1.5 hours, then cooled, diluted with water (60 ml), acidified with 2N HCl and extracted with ethyl acetate (2×50 ml). The combined extracts were washed with water (50 ml), dried over sodium sulfate and concentrated in vacuo. The residue was recrystallized from isopropanol to give title product as a pale yellow solid (0.33 g, 24%); m.p. 147°°149° C.

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux for 1.5 hours
  3. temperaturethe mixture was heated another 1.5 hours
  4. temperaturecooled
  5. extractionextracted with ethyl acetate (2×50 ml)
  6. washThe combined extracts were washed with water (50 ml)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe residue was recrystallized from isopropanol

出典と根拠

ORDレコード
ord-29a0c1a5dd6a4696bfcc98888fe30f14
出典データセット
uspto-grants-1992_06
特許番号
US05120754

反応ノート

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