Water → 2,2-Difluoro-4-phenylbutan-1-ol

HRID 1966615노트

반응식

HRID 1966615 반응식
[F:1][C:2]([F:16])([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3](OCC)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[F:1][C:2]([F:16])([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][OH:4]

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 19983613Benzenebutanoic acid, alpha,alpha-difluoro-, ethyl esterHCID 21226445Aluminium lithium hydride

생성물 1

HCID 184257752,2-Difluoro-4-phenylbutan-1-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a cooled solution of Intermediate 1 (1.0 g, 4.45 mmol) in tetrahydrofuran (15 mL) was added lithium aluminum hydride (0.22 g, 5.78 mmol). The mixture was stirred at room temperature overnight. To the crude reaction was added water (0.3 mL), 4N sodium hydroxide (0.3 ml) and water (0.9 mL). The resulting solid was filtered through Celite and the solvent removed under reduced pressure. The residue was diluted with methylene chloride (20 mL) and washed with water (10 mL), 2N hydrochloric acid (2×10 mL) and water (10 mL), dried (Na2SO4), and concentrated. The title compound was obtained as brown oil (0.6 g, 72%).

후처리

  1. customTo the crude reaction
  2. filtrationThe resulting solid was filtered through Celite
  3. customthe solvent removed under reduced pressure
  4. additionThe residue was diluted with methylene chloride (20 mL)
  5. washwashed with water (10 mL), 2N hydrochloric acid (2×10 mL) and water (10 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-624a73789cec4f3a8b325059abbb2ac3
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420669B2

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