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Sodium Hydroxide → (E)-3-[4-(4-methylphenyl)thiophen-2-yl]acrylic acid

HRID 2228213
ノート
印刷プレビュー

反応式

HRID 2228213 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10](/[CH:13]=[CH:14]/[C:15]([O:17]C)=[O:16])[S:11][CH:12]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10](/[CH:13]=[CH:14]/[C:15]([OH:17])=[O:16])[S:11][CH:12]=2)=[CH:6][CH:7]=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 14798Sodium HydroxideHCID 86756171methyl (E)-3-[4-(4-methylphenyl)thiophen-2-yl)acrylate

生成物 1

HCID 11253577(E)-3-[4-(4-methylphenyl)thiophen-2-yl]acrylic acid収率 54.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl (E)-3-[4—(4-methylphenyl)-thiophen-2-yl)acrylate (2.40 g) in tetrahydrofuran (50 ml) was added 2N sodium hydroxide (6.0 ml) at room temperature, and the mixture was stirred for 6 days. Precipitated crystal was collected by filtration and washed with tetrahydrofuran. To the crystals was added 1N hydrochloric acid (20 ml), and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure to give (E)-3-[4—(4-methylphenyl)thiophen-2-yl]acrylic acid (1.24 g) as pale yellow crystals.

後処理

  1. customPrecipitated crystal
  2. filtrationwas collected by filtration
  3. washwashed with tetrahydrofuran
  4. additionTo the crystals was added 1N hydrochloric acid (20 ml)
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed with saturated sodium chloride solution
  7. dry with materialdried with magnesium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7e1a146c30d84a2286a5b18c1e0927d5
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06413947B1

反応ノート

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