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Water → 2-(4-(Methylsulfonamidomethyl)phenyl)propanoic acid

HRID 1428714
ノート
印刷プレビュー

反応式

HRID 1428714 の反応式
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:19])[C:14]([O:16]CC)=[O:15])=[CH:9][CH:8]=1)(=[O:4])=[O:3].O1CCCC1.O.[OH-].[Na+]>C(OCC)(=O)C.C(O)(=O)C>[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:19])[C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)(=[O:4])=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 70816013Ethyl 2-(4-(methylsulfonamidomethyl)phenyl)propanoate

生成物 1

HCID 708161912-(4-(Methylsulfonamidomethyl)phenyl)propanoic acid収率 25.2%

試薬・触媒・溶媒 2

HCID 176Acetic Acid
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of ethyl 2-(4-(methylsulfonamidomethyl)phenyl)propanoate (325 mg, 1.139 mmol) in co-solvent with tetrahydrofuran and water (1:1) were added sodium hydroxide (114 mg, 2.8475 mmol). The reaction mixture was refluxed for 16 h, then cooled to room temperature, acidified to pH 3-4 with acetic acid. The residue dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography to give 2-(4-(methylsulfonamidomethyl)phenyl)propanoic acid (74 mg, 25%).

後処理

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. washwashed with water and brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate removed in vacuo
  6. customThe crude was purified by column chromatography

出典と根拠

ORDレコード
ord-d8ba9ad310874a7da244fc4c004ecfe3
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08937092B2

反応ノート

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