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

HRID 1055351ノート

反応式

HRID 1055351 の反応式
[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH3:12])=[CH:7][CH:6]=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>[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:23](=[O:26])[CH:24]=[CH2:25])=[CH:7][CH:6]=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-ce8cb3f0ab294268b6858b68b935e524
出典データセット
uspto-grants-2016_07
特許番号
US09394275B2

反応ノート

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