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Sodium Carbonate → 1-(4-Hydroxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723333
ノート
印刷プレビュー

反応式

HRID 723333 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:37])[N:17]([CH2:31][CH:32](OC)OC)[C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:19]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH:32]=[CH:31][N:17]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)=[CH:20][CH:19]=3)[C:16]2=[O:37])=[CH:11][CH:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 218733223-(4-Benzyloxyphenyl)-1-(2,2-dimethoxyethyl)-1-(4-phenoxyphenyl)urea

生成物 1

HCID 218734101-(4-Hydroxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of 3-(4-benzyloxyphenyl)-1-(2,2-dimethoxyethyl)-1-(4-phenoxy-phenyl)urea (498 mg) in trifluoroacetic acid (5 ml) was left to stand for 3 days and then neutralized with saturated sodium carbonate solution. The mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated, and the residue was purified by chromatography on silica gel (eluent: dichloromethane/methanol 9:1). The product with the molecular weight of 434.50 (C28H22N2O3); MS (ESI): 435 ([M+H]+), was obtained in this way. 1-(4-Hydroxyphenyl)-3-(4-phenoxy-phenyl)-1,3-dihydroimidazol-2-one was obtained as a further product.

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customthe residue was purified by chromatography on silica gel (eluent: dichloromethane/methanol 9:1)
  5. customMS (ESI): 435 ([M+H]+), was obtained in this way

出典と根拠

ORDレコード
ord-ee16078822834e5d93d28dacb63ce7d1
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07141561B2

反応ノート

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