Hydrochloric Acid → HCID 70673606、化合物

HRID 341331ノート

反応式

HRID 341331 の反応式
[CH3:1][Si:2]([CH3:16])([CH3:15])[CH:3]=[CH:4][C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6].CN(C)C(N(C)C)=N.Cl.[N+:26]([CH3:29])([O-:28])=[O:27]>>[N+:26]([CH2:29][CH:3]([Si:2]([CH3:15])([CH3:1])[CH3:16])[CH2:4][C:5]([O:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:6])([O-:28])=[O:27]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 6375NitromethaneHCID 664601,1,3,3-TetramethylguanidineHCID 86709898HCID 86709898、化合物

生成物 1

HCID 70673606HCID 70673606、化合物収率 88%

実験手順

A solution of benzyl 3-(trimethylsilyl)acrylate (782 mg, 3.34 mmol) in nitromethane (3 ml)was added with N,N,N′,N′-tetramethylguanidine (105 μl, 0.838 mmol) at room temperature, and the mixture was stirred for 15 hours. The reaction mixture was added with aqueous hydrochloric acid (1 N), and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate and water, and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel chromatography [hexane/ethyl acetate (14:1)] to obtain benzyl 4-nitro-3-(trimethylsilyl)butanoate (863 mg, 88%) mentioned in the title as colorless oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium hydrogencarbonate and water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated
  5. customThe residue was purified by silica gel chromatography [hexane/ethyl acetate (14:1)]

出典と根拠

ORDレコード
ord-4c7ca60e07f74c8790f8d99f2d07ae4e
出典データセット
uspto-grants-2014_11
特許番号
US08895769B2

反応ノート

読み込み中…