Hydrochloric Acid → 2-(2-Methoxybenzoyl)-3-methylpyridine

HRID 1073871노트

반응식

HRID 1073871 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].[Mg].[C:11]([C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]=1)#N.Cl.[OH-:21].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:19][C:18]1[C:13]([C:11]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[O:8][CH3:9])=[O:21])=[N:14][CH:15]=[CH:16][CH:17]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 113582-BromoanisoleHCID 14798Sodium HydroxideHCID 8199283-Methylpyridine-2-carbonitrileHCID 5462224Magnesium

생성물 1

HCID 198956902-(2-Methoxybenzoyl)-3-methylpyridine

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

35.5 g of o-bromoanisole were added dropwise to 5.71 g of magnesium turnings covered with 50 ml of tetrahydrofuran while heating to maintain reflux. 15 minutes after completion of the addition 14.93 g of 2-cyano-3-methylpyridine in 150 ml of tetrahydrofuran were added dropwise without further heating. After 1 hour at room temperature dilute hydrochloric acid and ethyl acetate were added followed by dilute sodium hydroxide solution to pH 14. The mixture was extracted with ethyl acetate, the organic extract was dried over sodium sulphate and then evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:3) and then ethyl acetate/petroleum ether (1:2) for the elution. There were obtained 9.81 g of 2-methoxyphenyl 3-methyl-2-pyridyl ketone in the form of a solid of melting point 98-100° C.

후처리

  1. temperaturewhile heating
  2. temperatureto maintain
  3. temperaturereflux
  4. additionwere added dropwise without further heating
  5. extractionThe mixture was extracted with ethyl acetate
  6. extractionthe organic extract
  7. dry with materialwas dried over sodium sulphate
  8. customevaporated
  9. customThe residue was chromatographed on silica gel
  10. washethyl acetate/petroleum ether (1:2) for the elution

출처 및 근거

ORD 기록
ord-36fbf6b4794d46ea8a75f6768867873a
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971982

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