Hydrochloric Acid → Dimethyl 2-(3-fluoro-naphthacene-5,12-dionyl)-malonate

HRID 1196140

反応式

HRID 1196140 の反応式
[F:1][C:2]1[C:19](F)=[CH:18][C:17]2[C:16](=[O:21])[C:15]3[C:6](=[CH:7][C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5](=[O:22])[C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:29]([O:36][CH3:37])(=[O:35])[CH2:30][C:31]([O:33][CH3:34])=[O:32].Cl>CS(C)=O>[F:1][C:2]1[CH:19]=[C:18]([CH:30]([C:29]([O:36][CH3:37])=[O:35])[C:31]([O:33][CH3:34])=[O:32])[C:17]2[C:16](=[O:21])[C:15]3[C:6]([C:5](=[O:22])[C:4]=2[CH:3]=1)=[CH:7][C:8]1[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH:14]=3

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7943Dimethyl malonateHCID 11430Potassium CarbonateHCID 200898342,3-Difluoronaphthacene-5,12-dione

生成物 1

HCID 20089823Dimethyl 2-(3-fluoro-naphthacene-5,12-dionyl)-malonate

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

1 g (3.4 mmol) of 2,3-difluoro-naphthacene-5,12-dione, 0.94 g (6.8 mmol) of potassium carbonate, 0.89 g (6.8 mmol) of dimethyl malonate and 20 ml of DMSO are stirred at 50° C. for 22 hours. The mixture is poured onto dilute hydrochloric acid and extracted with THF/toluene. The organic phase is washed with water, dried over sodium sulfate and evaporated. The product is purified by chromatography over silica gel (mobile phase: 1% acetone/99% CH2Cl2); yield 1.25 g (91%); melting point 225°-230° C.

後処理

  1. extractionextracted with THF/toluene
  2. washThe organic phase is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe product is purified by chromatography over silica gel (mobile phase: 1% acetone/99% CH2Cl2)

出典と根拠

ORDレコード
ord-5ebc7f3d85fa45e2a39b1aade1d3c979
出典データセット
uspto-grants-1992_05
特許番号
US05112977

関連ノート

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