Methyl 2',5'-difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-carboxylate → 1-(2',5'-Difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-yl)-2,2-dimethyl-1-propanone

HRID 1662548노트

반응식

HRID 1662548 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:10]([C:17]([O:19]C)=O)=[CH:11][C:12]([CH2:15][OH:16])=[CH:13][CH:14]=1.[C:21]([Li])([CH3:24])([CH3:23])[CH3:22]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][C:10]=1[C:17](=[O:19])[C:21]([CH3:24])([CH3:23])[CH3:22]

참가 물질

4

반응물 2

HCID 57705744Methyl 2',5'-difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-carboxylateHCID 178418306HCID 178418306, 화합물

생성물 1

HCID 577061821-(2',5'-Difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-yl)-2,2-dimethyl-1-propanone수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 83.27C (0.485 g, 2 mmol) in THF (17 mL) at −78° C. was added tert butyl lithium (3 mL, 5 mmol, 1.7 M). The reaction was then stirred for 1.5 hours and then quenched with a saturated solution of ammonium chloride and extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was then purified on silica gel (0-40% EtOAc in hexanes) to yield 83.27D as a colorless oil (0.450 g, 85% yield).

후처리

  1. customquenched with a saturated solution of ammonium chloride
  2. extractionextracted three times with EtOAc
  3. dry with materialAfter drying over anhydrous magnesium sulfate
  4. filtrationfiltering
  5. customthe organic solvent was removed under reduced pressure
  6. customthe product was then purified on silica gel (0-40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-339a2c087c7e44e988ce056b5c564250
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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