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Lithium hydroxide, monohydrate → (Z)-3-[2-butoxy-3'-(1-methyl-3-phenethylureido)biphenyl-4-yl]-2-ethoxyacrylic acid

HRID 390634
ノート
印刷プレビュー

反応式

HRID 390634 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[C:10](/[CH:12]=[C:13](\[O:18][CH2:19][CH3:20])/[C:14]([O:16]C)=[O:15])[CH:9]=[CH:8][C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:39])[C:28]([NH:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:29])[CH:22]=1)[CH2:2][CH2:3][CH3:4].O1CCCC1.CO.O.O.[OH-].[Li+]>C(O)(=O)C>[CH2:1]([O:5][C:6]1[CH:11]=[C:10](/[CH:12]=[C:13](\[O:18][CH2:19][CH3:20])/[C:14]([OH:16])=[O:15])[CH:9]=[CH:8][C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:39])[C:28]([NH:30][CH2:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[O:29])[CH:22]=1)[CH2:2][CH2:3][CH3:4]
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 3

HCID 168937Lithium hydroxide, monohydrateHCID 21892291Methanol tetrahydrofuran waterHCID 86626092methyl (Z)-3-[2-butoxy-3'-(1-methyl-3-phenethylureido)biphenyl-4-yl]-2-ethoxyacrylate

生成物 1

HCID 16224620(Z)-3-[2-butoxy-3'-(1-methyl-3-phenethylureido)biphenyl-4-yl]-2-ethoxyacrylic acid収率 38.7%

試薬・触媒・溶媒 1

HCID 176
Acetic Acid
溶媒

実験手順

40 mg (0.08 mmol) of methyl (Z)-3-[2-butoxy-3′-(1-methyl-3-phenethylureido)biphenyl-4-yl]-2-ethoxyacrylate are placed in 0.5 mL of a 5/1/1 by volume mixture of tetrahydrofuran/methanol/water, 17 mg (0.4 mmol) of lithium hydroxide monohydrate are added and the reaction medium is stirred at room temperature for 18 hours. The reaction medium is acidified to pH 3 with acetic acid and then extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with an 85/15 and then 60/40 heptane/ethyl acetate mixture. 16 mg (34%) of (Z)-3-[2-butoxy-3′-(1-methyl-3-phenethylureido)biphenyl-4-yl]-2-ethoxyacrylic acid are obtained.

後処理

  1. additionare added
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue obtained
  8. customis purified by chromatography on a column of silica
  9. washeluted with an 85/15

出典と根拠

ORDレコード
ord-c19ece460f6747b5a081fc47fca2e333
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08383652B2

反応ノート

読み込み中…

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