Pyridine → HCID 820544、化合物

HRID 505593ノート

反応式

HRID 505593 の反応式
[Li+].C[Si]([N-:6][Si](C)(C)C)(C)C.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH3:17][C:18](=[CH2:22])[C:19](Cl)=[O:20]>C1COCC1>[CH3:17][C:18](=[CH2:22])[C:19]([NH:6][C:14]1[CH:15]=[CH:16][N:11]=[CH:12][CH:13]=1)=[O:20]

参加物

5

反応物 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 2733832Lithium Hexamethyldisilazide

生成物 1

HCID 820544HCID 820544、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

LiHMDS (1.0 N in THF, 23.6 mmoL, 24 mL) was added dropwise into pyridine (11.8 mmoL, 1.11 g) in THF (10 mL) at 0° C. After 10 min, 2-methyl-acryloyl chloride (11.8 mmoL, 1.43 mL) was added into the reaction at 0° C. The reaction was then slowly warmed to room temperature. The solvent was removed and the residue was partitioned between Et2O and water. The Et2O layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to yield a brown oil. The crude material (the brown oil) was then purified by column chromatography (silica gel, EtOAc as eluent) to yield the title compound as a reddish oil.

後処理

  1. customThe solvent was removed
  2. customthe residue was partitioned between Et2O and water
  3. washThe Et2O layer was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield a brown oil
  8. customThe crude material (the brown oil) was then purified by column chromatography (silica gel, EtOAc as eluent)

出典と根拠

ORDレコード
ord-e94dc2168f744b77bca0b349cb483a48
出典データセット
uspto-grants-2010_08
特許番号
US07781473B2

反応ノート

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