Pyridine → HCID 820544, 화합물

HRID 505593노트

반응식

HRID 505593 반응식
[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]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 2733832Lithium Hexamethyldisilazide

생성물 1

HCID 820544HCID 820544, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e94dc2168f744b77bca0b349cb483a48
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781473B2

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