Hydrochloric Acid → HCID 9816245、化合物

HRID 1934349ノート

反応式

HRID 1934349 の反応式
[CH3:1][Si](C=[N+]=[N-])(C)C.CCCCCC.[OH:14][CH2:15][C:16]([NH:19][C:20](=[O:29])[C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28])([CH3:18])[CH3:17].B(F)(F)F.CCOCC.Cl>C(Cl)Cl>[CH3:1][O:14][CH2:15][C:16]([NH:19][C:20](=[O:29])[C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28])([CH3:18])[CH3:17]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 8000Boron trifluoride etherateHCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 98374972,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide

生成物 1

HCID 9816245HCID 9816245、化合物収率 60%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 2M trimethylsilyldiazomethane in hexane (3.9 ml, 7.8 mmol) was added dropwise to a solution of N-(2-hydroxy-1,1-dimethylethyl)-2,4-difluorobenzamide obtained in Example 27 (0.59 g, 2.6 mmol) and boron trifluoride diethyl etherate (43 mg, 0.3 mmol) in methylene chloride (6 ml), and stirred at room temperature overnight. To the reaction mixture was added 1N hydrochloric acid (5 ml) dropwise, and the resulting mixture was concentrated and extracted with ethyl acetate. The extract was washed with brine, dried over MgSO4 and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1) to give the title compound (0.38 g; 60%).

後処理

  1. concentrationthe resulting mixture was concentrated
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under a reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-de4fb4755d2242b8bc90c5ff82cf3f5f
出典データセット
uspto-grants-2002_05
特許番号
US06384033B1

反応ノート

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