Sodium borohydride → 2-Fluoro-4-(3-hydroxy-1-propyl)benzonitrile

HRID 412193노트

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HRID 412193 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11](OCC)=[O:12])=[CH:5][C:4]=1[F:16])#[N:2].[BH4-].[Na+]>C(O)C>[F:16][C:4]1[CH:5]=[C:6]([CH2:9][CH2:10][CH2:11][OH:12])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydride2회HCID 18536111Ethyl 4-cyano-3-fluorophenylpropanoate

생성물 1

HCID 185360712-Fluoro-4-(3-hydroxy-1-propyl)benzonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of the product from Step C (140 mg, 0.71 mmol) in 3.5 mL of ethanol at 0° C. was added sodium borohydride (84 mg, 2.1 mmol). After 45 minutes, another portion of sodium borohydride was added, and the mixture was stirred overnight. The reaction was quenched with saturated NH4Cl solution, concentrated in vacuo, and partitioned between EtOAc and saturated NaHCO3 solution. The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the alcohol which was sufficiently pure for use in the next step without further purification.

후처리

  1. customThe reaction was quenched with saturated NH4Cl solution
  2. concentrationconcentrated in vacuo
  3. custompartitioned between EtOAc and saturated NaHCO3 solution
  4. washThe organic layer was washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4ac9113e3c274ce586405de51822ba11
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562823B1

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