(3,5-Dimethoxyphenyl)acetic acid → 2-(3,5-Dimethoxyphenyl)ethanol

HRID 253740

反応式

HRID 253740 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH2:17][C:18](O)=[O:19])[CH:12]=[C:13]([O:15][CH3:16])[CH:14]=1>O1CCOCC1>[CH3:16][O:15][C:13]1[CH:12]=[C:11]([CH:10]=[C:9]([O:8][CH3:7])[CH:14]=1)[CH2:17][CH2:18][OH:19]

参加物

4

反応物 2

HCID 138316(3,5-Dimethoxyphenyl)acetic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2656342-(3,5-Dimethoxyphenyl)ethanol収率 103.2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
50 °C

実験手順

To a mixture of LiAlH4 (1.05 g) in dioxane (100 ml) was added a solution of 3,5-dimethoxyphenyl acetic acid (5.32 g) in dioxane (20 ml) portionwise at 0° C. The mixture was stirred at room temperature for 0.5 hour and at 50° C. for 2 hours. The mixture was quenched with conc. NH4OH and filtered through Celite. The filtrate was evaporated to yield 3,5-dimethoxyphenethyl alcohol (5.1 g). IR (Neat) 3400, 1600 cm−1; MS (GC−EI) 182 (M+), 151 (M−MeO).

後処理

  1. customThe mixture was quenched with conc. NH4OH
  2. filtrationfiltered through Celite
  3. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-a9098927c3794d0688533a49c4db6ecf
出典データセット
uspto-grants-2011_01
特許番号
US07872151B2

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