Ethyl 2-(2-formyl-4-methoxyphenoxy)acetate → 2-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester

HRID 493167

반응식

HRID 493167 반응식
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[CH:15]=O)[CH3:2].CC([O-])(C)C.[K+]>C(COC)OC>[CH2:1]([O:3][C:4]([C:5]1[O:6][C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=2[CH:15]=1)=[O:17])[CH3:2]

참가 물질

4

반응물 2

HCID 288667Ethyl 2-(2-formyl-4-methoxyphenoxy)acetateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 5212832-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester수율 25.5%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

The above prepared (2-formyl-4-methoxy-phenoxy)-acetic acid ethyl ester (34.36 g, 144 mmol) was dissolved in 340 mL of dimethoxyethane and treated at −15° C. with KOtBu (6.47 g, 0.4 eq.). After 15 Min., the reaction mixture was poured onto crashed ice/NH4Cl, twofold extracted with AcOEt, washed with water and brine, dried over magnesium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=9/1) gave finally 8.10 g of the title compound as white crystals.

후처리

  1. addition, the reaction mixture was poured
  2. extractiontwofold extracted with AcOEt
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-5d7f2eae26fb4c82be0fb3ec461ee01e
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534788B2

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