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

HRID 412193ノート

反応式

HRID 412193 の反応式
[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]

参加物

4

反応物 2

HCID 4311764Sodium borohydride2 回HCID 18536111Ethyl 4-cyano-3-fluorophenylpropanoate

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4ac9113e3c274ce586405de51822ba11
出典データセット
uspto-grants-2003_05
特許番号
US06562823B1

反応ノート

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