Water → Ethyl 4-({5-[3-(trifluoromethyl)phenyl]furan-2-yl}methyl)benzoate

HRID 1257479

반응식

HRID 1257479 반응식
[I-].[Na+].Cl[Si](C)(C)C.O[CH:9]([C:21]1[O:22][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)=[CH:24][CH:25]=1)[C:10]1[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=1.O>C(#N)C>[F:34][C:32]([F:33])([F:35])[C:28]1[CH:27]=[C:26]([C:23]2[O:22][C:21]([CH2:9][C:10]3[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=3)=[CH:25][CH:24]=2)[CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 66939737Ethyl 4-(hydroxy{5-[3-(trifluoromethyl)phenyl]furan-2-yl}methyl)benzoate

생성물 1

HCID 66939680Ethyl 4-({5-[3-(trifluoromethyl)phenyl]furan-2-yl}methyl)benzoate수율 88.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

Sodium iodide (0.49 g) was suspended in acetonitrile (2 mL), and the suspension was cooled in an ice bath. Chlorotrimethylsilane (0.42 mL), and then a solution of the compound (0.26 g) obtained in Example 222b in acetonitrile (2 mL) were added. The reaction mixture was stirred at the same temperature for 30 min, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (0.22 g) as an oil.

후처리

  1. temperaturethe suspension was cooled in an ice bath
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-9b2caf62981d42d98926b957a431c752
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461348B2

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