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4H-3,1-Benzoxazin-4-one, 2,2'-(2-phenylethenylidene)bis- → Benzoic acid, 2,2'-((1,3-dioxo-2-(phenylmethylene)-1,3-propanediyl)diimino)bis-, bis(1,1-dimethylethyl) ester

HRID 620764
ノート
印刷プレビュー

反応式

HRID 620764 の反応式
[CH:1]1[CH:6]=[CH:5][C:4]([CH:7]=[C:8]([C:20]2[O:30][C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)[C:9]2[O:19][C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:3][CH:2]=1.[O:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[K]>C1C=CC=CC=1.C(Cl)(Cl)Cl>[O:19]=[C:9]([NH:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=1[C:17]([O:31][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:18])[C:8](=[CH:7][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[C:20]([NH:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=1[C:28]([O:31][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:29])=[O:30]
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 2

HCID 30638134H-3,1-Benzoxazin-4-one, 2,2'-(2-phenylethenylidene)bis-HCID 178418922HCID 178418922、化合物

生成物 1

HCID 3063814Benzoic acid, 2,2'-((1,3-dioxo-2-(phenylmethylene)-1,3-propanediyl)diimino)bis-, bis(1,1-dimethylethyl) ester収率 59%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 6212Chloroform溶媒

実験手順

The compound 52 (1.0 g, 2.5 mmol) obtained in the same manner as in Example 21 (b) was dissolved in dry benzene (80 ml), treated with KOC(CH3)3 (684 mg, 6.1 mmol), and heated under reflux for 1 hour. After completion of the reaction, the solvent was evaporated and the residue was dried and suspended by adding a small amount of water under ice cooling. The aqueous layer was made neutral with 0.5N.HCl, and the residue was dissolved by adding chloroform. The mixed layer was removed to a separating funnel. After the solid was completely dissolved, water was added to wash the solution so as to make the chloroform layer neutral or weak acidic. The chloroform layer was separated, washed with saturated aquecus NaCl solution and dried over magnesium sulfate. The solvent was evaporated to give a white solid. The product was dissolved in chloroform and purified by silica gel column chromatography (developing solvent: benzene:ethyl acetate=4:1) to give the desired compound as white solid (801 mg, crude yield 58%). Recrystallization from the mixed solvent of methanol and water gave white crystals (654 mg, yield, 47%). m.p., 117°-118° C.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. customAfter completion of the reaction
  4. customthe solvent was evaporated
  5. customthe residue was dried
  6. additionby adding a small amount of water under ice cooling
  7. dissolutionHCl, and the residue was dissolved
  8. additionby adding chloroform
  9. customThe mixed layer was removed to a separating funnel
  10. dissolutionAfter the solid was completely dissolved
  11. additionwater was added
  12. washto wash the solution so as
  13. customThe chloroform layer was separated
  14. washwashed with saturated aquecus NaCl solution
  15. dry with materialdried over magnesium sulfate
  16. customThe solvent was evaporated
  17. customto give a white solid
  18. custompurified by silica gel column chromatography (developing solvent: benzene:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-7e234678c5d64864a9ce07eccad13f69
出典データセット
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04822791

反応ノート

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