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Sodium hydride → (cis)-4-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydro-1H-phthalazin-2-ylmethyl)-benzoic acid

HRID 1871406
ノート
印刷プレビュー

反応式

HRID 1871406 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH2:17][CH2:18][CH2:19]3)[C:14](=[O:21])[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl[CH2:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=1.C(N1N=C(C2C=CC(OC)=C(OC)C=2)[C@H]2[C@H](CCCC2)C1=O)C1C=CC=CC=1.[H-].[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH2:17][CH2:18][CH2:19]3)[C:14](=[O:21])[N:13]([CH2:23][C:24]3[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 24758Sodium hydrideHCID 742344-(Chloromethyl)benzoic acidHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70001660(cis)-2-Benzyl-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

生成物 1

HCID 86755615(cis)-4-(4-(3,4-Dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydro-1H-phthalazin-2-ylmethyl)-benzoic acid

実験手順

Prepared from compound 1 and 4-chloromethylbenzoic acid as described for compound 78 using 12 mmol of sodium hydride instead of 6 mmol. After evaporating the reaction mixture, the residue was partitioned between aqueous sodium carbonate and ethyl acetate. The aqueous solution was acidified with hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated. The compound was purified by chromatography (ethyl acetate) and crystallized from diethyl ether. M.p. 135°-139° C.

後処理

  1. customAfter evaporating the reaction mixture
  2. customthe residue was partitioned between aqueous sodium carbonate and ethyl acetate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customevaporated
  6. customThe compound was purified by chromatography (ethyl acetate)
  7. customcrystallized from diethyl ether

出典と根拠

ORDレコード
ord-b541435445cf4d1e943644f4b79bdd45
出典データセット
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06103718

反応ノート

読み込み中…

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