Methyl 4-(4-methoxyphenoxy)benzoate → HCID 67309982, 화합물

HRID 889641노트

반응식

HRID 889641 반응식
[B-]([S+](C)C)(F)(F)F.C[O:9][C:10]1[CH:26]=[CH:25][C:13]([O:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=2)=[CH:12][CH:11]=1>C(Cl)Cl>[CH3:22][O:21][C:19](=[O:20])[C:18]1[CH:17]=[CH:16][C:15]([O:14][C:13]2[CH:25]=[CH:26][C:10]([OH:9])=[CH:11][CH:12]=2)=[CH:24][CH:23]=1.[CH3:22][O:21][C:19](=[O:20])[C:18]1[CH:17]=[CH:16][C:15]([O:14][C:13]2[CH:25]=[CH:26][C:10]([OH:9])=[CH:11][CH:12]=2)=[CH:24][CH:23]=1

참가 물질

4

반응물 2

HCID 28911129Methyl 4-(4-methoxyphenoxy)benzoateHCID 71311438Dimethylsulfonio(trifluoro)boranuide

생성물 1

HCID 67309982HCID 67309982, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Boron fluoride-dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%).

후처리

  1. temperaturecooled in an ice-water bath under nitrogen atmosphere
  2. washThe reaction mixture was washed with water
  3. extractionextracted with DCM
  4. customThe organic layer was separated
  5. dry with materialdried (Na2SO4)
  6. customthe solvent was evaporated till dryness
  7. customThe residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent)
  8. customThe desired fractions were collected
  9. customevaporated in vacuo
  10. customto yield intermediate D24 (0.89 g, 74%)

출처 및 근거

ORD 기록
ord-7a9e6a26b4f64e559bdafd972241730b
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252937B2

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