Phosphorus oxychloride → 2,2-Dimethylpropionic acid 2-[(4-formyl-3-methoxyphenyl)methylamino]ethyl ester

HRID 85309ノート

反応式

HRID 85309 の反応式
O=P(Cl)(Cl)Cl.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH2:14][NH:15][CH2:16][CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[CH:11]=[CH:12][CH:13]=1.[C:25]([O-])(=[O:27])C.[Na+]>CN(C=O)C>[CH:25]([C:13]1[CH:12]=[CH:11][C:10]([CH2:14][NH:15][CH2:16][CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:21])([CH3:23])[CH3:22])=[CH:9][C:8]=1[O:7][CH3:6])=[O:27]

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 517045Sodium AcetateHCID 680091892,2-Dimethylpropionic acid 2-[(3-methoxyphenyl)methylamino]ethyl ester

生成物 1

HCID 866675952,2-Dimethylpropionic acid 2-[(4-formyl-3-methoxyphenyl)methylamino]ethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

POCl3 (5.8 g, 37.7 mmol) was added to 20 ml of DMF in an ice bath. After 40 minutes, 2,2-dimethylpropionic acid 2-[(3-methoxyphenyl)methylamino]ethyl ester (10 g, 37.7 mmol) dissolved in DMF (10 ml) was added dropwise. After the mixture was stirred for 16 hours, an aqueous sodium acetate solution (20%, 100 ml) was added dropwise thereto and the oily matter was subjected to extraction with ethyl acetate. Washing was performed with a saturated aqueous NaHCO3 solution (100 ml) and then with a saturated saline solution (100 ml). After drying over Na2SO4 and concentration, the residue was purified by silica gel chromatography to give a light yellow crystal (yield: 8.7 g (78.9%)).

後処理

  1. additionwas added dropwise
  2. extractionthe oily matter was subjected to extraction with ethyl acetate
  3. washWashing
  4. dry with materialAfter drying over Na2SO4 and concentration
  5. customthe residue was purified by silica gel chromatography
  6. customto give a light yellow crystal (yield: 8.7 g (78.9%))

出典と根拠

ORDレコード
ord-63a05b3cedd9469986ea23a62c2f33f0
出典データセット
uspto-grants-2014_09
特許番号
US08846955B2

反応ノート

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