Water → (4,5-Dichloro-2-methoxyphenyl)methanol

HRID 588828ノート

反応式

HRID 588828 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[C:17]([Cl:18])=[CH:16][C:11]([C:12](OC)=[O:13])=[C:10]([O:19][CH3:20])[CH:9]=1.O.[OH-].[Na+]>C1COCC1>[Cl:7][C:8]1[C:17]([Cl:18])=[CH:16][C:11]([CH2:12][OH:13])=[C:10]([O:19][CH3:20])[CH:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23046708Methyl 4,5-dichloro-2-methoxybenzoate

生成物 1

HCID 82643559(4,5-Dichloro-2-methoxyphenyl)methanol収率 85.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

To a mixture of LiAlH4 (2.42 g, 64 mmol) in THF (40 mL) at −40° C. under argon, a solution of methyl 4,5-dichloro-2-methoxybenzoate (6 g, 26 mmol) in THF (50 mL) was added dropwise. The reaction mixture was stirred at −5° C. to 5° C. for 1 h. The mixture was cooled to −20° C. and then water (2 mL) and NaOH (15%) aqueous were added. The resulting mixture was stirred for 15 min. The solid was filtered, and the cake rinsed with ethyl acetate. The combined filtrate was dried over Na2SO4 and concentrated in vacuo to afford the crude product (4.6 g).

後処理

  1. stirringThe resulting mixture was stirred for 15 min
  2. filtrationThe solid was filtered
  3. washthe cake rinsed with ethyl acetate
  4. dry with materialThe combined filtrate was dried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-14093d7cd0e14a45b06610b6363a47ca
出典データセット
uspto-grants-2016_01
特許番号
US09227978B2

反応ノート

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