Ethyl bromoacetate → Ethyl 2-(2-formyl-4-methoxyphenoxy)acetate

HRID 493166

반응식

HRID 493166 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(#N)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][O:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5])[CH3:24]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 956952-Hydroxy-5-methoxybenzaldehyde

생성물 1

HCID 288667Ethyl 2-(2-formyl-4-methoxyphenoxy)acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-hydroxy-5-methoxybenzaldehyde (21.75 g, 143 mmol) in 240 mL acetonitrile were successively added Cs2CO3 (55.9 g, 1.2 eq.) and ethyl bromoacetate (16.6 mL, 1.05 eq.) and the mixture vigorously stirred at ambient temperature for 2 h. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water and brine, drying over magnesium sulfate, and evaporation of the solvents left 34.36 g of the title product, sufficiently pure to be used for the next step.

후처리

  1. additionPouring
  2. extractionice/NH4Cl, twofold extraction with AcOEt
  3. washwashing with water and brine
  4. dry with materialdrying over magnesium sulfate, and evaporation of the solvents
  5. waitleft 34.36 g of the title product

출처 및 근거

ORD 기록
ord-1ccf41a1ab9f41a9ab44cb50dbf00c21
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534788B2

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