Water → 4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine

HRID 395416ノート

反応式

HRID 395416 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:14]=[C:15]([CH:21]=[CH:22][N:23]=2)[C:16](OCC)=[O:17])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:17][CH2:16][C:15]1[CH:21]=[CH:22][N:23]=[C:13]([C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 24436Sodium SulfateHCID 16125879Ethyl 2-(3,4,5-trimethoxyphenyl)pyridine-4-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 161259364-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Ethyl 2-(3,4,5-trimethoxyphenyl)isonicotinate (24.57 g) was dissolved in dry THF (200 mL), and to the solution lithium aluminum hydride (2.94 g) was added at 0° C. under an argon atmosphere. The mixture was stirred at 0° C. for 1 hour as it is. A small amount of water and then sodium sulfate were added to the reaction mixture, and the reaction mixture was filtered through celite. The filtrate was evaporated, and the reultant crude crystals were recrystalized from ethyl acetate-hexane to give the title compound.

後処理

  1. filtrationthe reaction mixture was filtered through celite
  2. customThe filtrate was evaporated
  3. customthe reultant crude crystals were recrystalized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-64bb0663e2c0480593b178f712623a2f
出典データセット
uspto-grants-2003_08
特許番号
US06605620B1

反応ノート

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