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

HRID 588828노트

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HRID 588828 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-20 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-14093d7cd0e14a45b06610b6363a47ca
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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