Sodium borohydride → 1-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanol

HRID 1192490ノート

反応式

HRID 1192490 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([C:12](=[O:14])[CH3:13])[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:11]=[C:10]([CH:12]([OH:14])[CH3:13])[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 672495351-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanone

生成物 1

HCID 672484331-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a mixture of 1-[5-chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanone (0.032 g, 0.11 mmol) in methanol (0.3 mL) was added sodium tetrahydroborate (0.0040 g, 0.11 mmol). The reaction was stirred at room temperature for 1 hour, quenched with saturated sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and then concentrated to dryness under reduced pressure. The resulting residue was used in next step (33 mg, 100%). LCMS calculated for C17H14ClFNO(M+H)+: m/z=302.1; found: 302.0.

後処理

  1. customquenched with saturated sodium bicarbonate
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-c7520f0704c043368ae4b9e7e47c048e
出典データセット
uspto-grants-2014_03
特許番号
US08680108B2

反応ノート

読み込み中…