Ammonium Chloride → 1-(2-Methoxyphenyl)-3-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol

HRID 1073872

반응식

HRID 1073872 반응식
Br[CH:2]=[C:3]([CH3:5])[CH3:4].[Mg].[CH3:7][C:8]1[C:9]([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1.[Cl-].[NH4+]>O1CCCC1>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:14]([C:9]1[C:8]([CH3:7])=[CH:13][CH:12]=[CH:11][N:10]=1)([OH:15])[CH:2]=[C:3]([CH3:5])[CH3:4]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 985601-Bromo-2-methyl-1-propeneHCID 5462224MagnesiumHCID 198956902-(2-Methoxybenzoyl)-3-methylpyridine

생성물 1

HCID 198956601-(2-Methoxyphenyl)-3-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol수율 59.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

9.23 g of 1-bromo-2-methylprop-1-ene were added dropwise to 2.5 g of magnesium turnings covered with tetrahydrofuran while heating. 7.76 g of 2-methoxyphenyl 3-methyl-2-pyridyl ketone were added while heating to reflux. After 4 hours the mixture was allowed to cool to room temperature. Saturated ammonium chloride solution was added and the resulting mixture was extracted with diethyl ether. The organic extract was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. There were obtained 5.75 g of 1-(2-methoxyphenyl)-3-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol in the form of an oil.

후처리

  1. temperaturewhile heating
  2. temperaturewhile heating to reflux
  3. extractionthe resulting mixture was extracted with diethyl ether
  4. extractionThe organic extract
  5. dry with materialwas dried over sodium sulphate
  6. customevaporated
  7. customThe residue was chromatographed on silica gel
  8. washfor the elution

출처 및 근거

ORD 기록
ord-49f7e71b25d34f879966103259f39d17
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971982

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