Sodium methanethiolate → 1-(2-Hydroxyphenyl)-4-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol

HRID 1073873

反応式

HRID 1073873 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([C:15]1[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=1)([OH:14])[CH:10]=[C:11]([CH3:13])C.[CH3:22][S-].[Na+]>CN(C)C=O>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([C:15]1[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=1)([OH:14])[CH:10]=[CH:11][CH2:13][CH3:22]

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 198956601-(2-Methoxyphenyl)-3-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol

生成物 1

HCID 545243991-(2-Hydroxyphenyl)-4-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol収率 66.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

7.13 g of 1-(2-methoxyphenyl)-3-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol were dissolved in 100 ml of dimethylformamide at room temperature and 5.29 g of sodium methanethiolate were added. After stirring at 120° C. for 2 hours the mixture was allowed to cool to room temperature and then evaporated. Water and ethyl acetate were added, and the organic phase was separated, 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 4.53 g of 1-(2-hydroxyphenyl)-4-methyl-1-(3-methyl-2-pyridyl)-2-buten-1-ol in the form of an oil.

後処理

  1. temperatureto cool to room temperature
  2. customevaporated
  3. additionWater and ethyl acetate were added
  4. customthe organic phase was separated
  5. dry with materialdried 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-2de101ede6b94f8b82533aa62d05aad9
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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