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Sodium borohydride → HCID 71149361、化合物

HRID 920894
ノート
印刷プレビュー

反応式

HRID 920894 の反応式
C([O:3][C:4](=O)[C:5]([F:17])([F:16])[C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1)C.[BH4-].[Na+]>C(O)C>[F:17][C:5]([F:16])([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1)[CH2:4][OH:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 10514875Ethyl α,α-difluoro-2-quinolineacetate

生成物 1

HCID 71149361HCID 71149361、化合物収率 44%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of difluoroquinolin-2-yl acetic acid ethyl ester (2 g, 7.9 mmol) in ethanol (20 mL) was added NaBH4 (317 mg, 1.0 mmol) at 0° C. under N2. The mixture was stirred for 1 hour and then at room temperature for 1.5 hours. The solution was quenched with dilute HCl (0.1 N, 20 mL). The mixture was neutralized with saturated NaHCO3 solution and extracted with EtOAc (3*100 mL). The combined organic layer was dried over sodium sulfate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (PE:EA=10:1) to give the title compound as a yellow solid (0.7 g, 44%). LC-MS (ESI+): m/e 210 (M+H)+, Rt: 0.75 min.

後処理

  1. waitat room temperature for 1.5 hours
  2. customThe solution was quenched with dilute HCl (0.1 N, 20 mL)
  3. extractionextracted with EtOAc (3*100 mL)
  4. dry with materialThe combined organic layer was dried over sodium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by column chromatography on silica gel (PE:EA=10:1)

出典と根拠

ORDレコード
ord-93853eac71ba43fe9968910bda919404
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09273068B2

反応ノート

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