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

HRID 493167

反応式

HRID 493167 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 5212832-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester収率 25.5%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d7f2eae26fb4c82be0fb3ec461ee01e
出典データセット
uspto-grants-2009_05
特許番号
US07534788B2

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