Ethanol → 3-Ethyl-4,6-dihydroxy-2-(methoxycarbonylmethyl)benzoic acid methyl ester

HRID 505667노트

반응식

HRID 505667 반응식
[CH3:1][O:2][C:3](=[O:11])[CH:4]=[C:5]=[CH:6][C:7]([O:9][CH3:10])=[O:8].C([O:14][C:15](O[Si](C)(C)C)=[CH:16][C:17]([O:21][Si](C)(C)C)=[CH:18][CH2:19][CH3:20])C.C(O)C.[F-].[NH4+]>O>[CH3:10][O:9][C:7](=[O:8])[C:6]1[C:15]([OH:14])=[CH:16][C:17]([OH:21])=[C:18]([CH2:19][CH3:20])[C:5]=1[CH2:4][C:3]([O:2][CH3:1])=[O:11]

참가 물질

6

반응물 4

HCID 702EthanolHCID 25516Ammonium fluorideHCID 637810Dimethyl penta-2,3-dienedioateHCID 729526991-Ethoxy-1,3-bis(trimethylsiloxy)hexa-1,3-diene

생성물 1

HCID 115363173-Ethyl-4,6-dihydroxy-2-(methoxycarbonylmethyl)benzoic acid methyl ester수율 40%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The above-obtained penta-2,3-dienedioic acid dimethyl ester (4.6 g, 30 mmol) and 1-ethoxy-1,3-bis(trimethylsiloxy)hexa-1,3-diene (13 g, 41 mmol) were mixed and stirred at a room temperature for 1.5 hours. The reaction mixture was added with ethanol (100 mL) and ammonium fluoride (5.4 g) and stirred at a room temperature for 2 hours. The reaction mixture was further added with water and extracted with ethyl acetate 3 times. The organic layers were combined, sequentially washed with water and saturated brine, dried over anhydrous sodium sulfate and then the solvent was evaporated under reduced pressure. The residue was triturated with hexane (50 mL) to obtain Compound 23 (3.2 g, 40%).

후처리

  1. stirringstirred at a room temperature for 2 hours
  2. extractionextracted with ethyl acetate 3 times
  3. washsequentially washed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was triturated with hexane (50 mL)

출처 및 근거

ORD 기록
ord-8da847751b78430b91614233e4d53ef2
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781485B2

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