3-Methoxyaniline → (3-Methoxy-phenylamino)-phenyl-acetic acid

HRID 76998

反応式

HRID 76998 の反応式
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17]>C1COCC1>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([NH:17][CH:2]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:3]([OH:5])=[O:4])[CH:18]=[CH:19][CH:20]=1

参加物

4

反応物 2

HCID 108243-MethoxyanilineHCID 97919Bromo(phenyl)acetic acid

生成物 1

HCID 2759625(3-Methoxy-phenylamino)-phenyl-acetic acid収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-bromo-2-phenylacetic acid (0.5 g, 2.28 mmol) and 3-methoxyaniline (0.54 mL, 4.56 mmol) in THF (12 mL) is refluxed for 4 hours. Solvent is removed under vacuum, the residue is taken up with 1M HCl and extracted with EtOAc. The organic phase is dried (Na2SO4), filtered and evaporated. The crude is purified by flash chromatography (DCM/MeOH=98/2 to 9/1) to obtain intermeaditae I116 as a white solid (0.58 g, 99% yield).

後処理

  1. customSolvent is removed under vacuum
  2. extractionextracted with EtOAc
  3. dry with materialThe organic phase is dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude is purified by flash chromatography (DCM/MeOH=98/2 to 9/1)

出典と根拠

ORDレコード
ord-d2075340269f4f199e1ba8a3ca303395
出典データセット
uspto-grants-2014_09
特許番号
US08835682B2

関連ノート

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