Sodium borohydride → 2-(2-Fluoro-4-nitrophenyl)ethan-1-ol

HRID 1842954노트

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HRID 1842954 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12](OC)=[O:13].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][OH:13]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 18369150Methyl 2-Fluoro-4-nitrophenylacetate

생성물 1

HCID 866721582-(2-Fluoro-4-nitrophenyl)ethan-1-ol수율 77.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

To a stirred solution of methyl 2-(2-fluoro-4-nitrophenyl)acetate (3.0 g, 14.0 mmol, 1.0 eq) in methanol (30 mL) was added NaBH4 (2.08 g, 36.3 mmol, 4.0 eg) at 0° C. and stirred at 70° C. for 16 h, then the methanol was evaporated and the residue was diluted with water (30 mL), the pH adjusted to being neutral with 2N HCl and the mixture extracted with EtOAc (50 mL×3). The organic layer was separated, washed with brine, dried over Na2SO4 and the solvent evaporated to yield 2-(2-fluoro-4-nitrophenyl)ethanol (2.0 g, 77%) as a viscous oil (TLC system: EtOAc/PE (3:7), Rf: 0.3).

후처리

  1. customthe methanol was evaporated
  2. additionthe residue was diluted with water (30 mL)
  3. extractionthe mixture extracted with EtOAc (50 mL×3)
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-2fe3bc86216640c5a2587b8ddce146db
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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