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

HRID 1073872

反応式

HRID 1073872 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-49f7e71b25d34f879966103259f39d17
出典データセット
uspto-grants-1990_11
特許番号
US04971982

関連ノート

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