Acryloyl chloride → [4-(Acryloylmethylamino)phenyl]acetic Acid Methyl Ester

HRID 2412300ノート

反応式

HRID 2412300 の反応式
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1.C(N(CC)C(C)C)(C)C.[C:23](Cl)(=[O:26])[CH:24]=[CH2:25].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:13][O:12][C:10](=[O:11])[CH2:9][C:6]1[CH:5]=[CH:4][C:3]([NH:2][CH2:1][C:23](=[O:26])[CH:24]=[CH2:25])=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 13140Acryloyl chlorideHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 15892780Methyl 2-(4-(methylamino)phenyl)acetate

生成物 1

HCID 66770363[4-(Acryloylmethylamino)phenyl]acetic Acid Methyl Ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of methyl (4-methylaminophenyl)acetate (4.00 g, 22.3 mmol) and N,N-diisopropylethylamine (7.78 mL, 44.6 mmol) in DCM (20.0 mL) at 0° C. was slowly added 2-propenoyl chloride (2.18 mL, 26.8 mmol). The reaction mixture was stirred at room temperature for 2 h and then saturated aqueous sodium bicarbonate (20.0 mL) was added. This mixture was extracted with DCM (10 mL) and the organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound, which was used in the next reaction without further purification.

後処理

  1. customat 0° C.
  2. extractionThis mixture was extracted with DCM (10 mL)
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b1e2c825401e4b438f577f7e08bdff85
出典データセット
uspto-grants-2014_08
特許番号
US08816088B2

反応ノート

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