Sodium borohydride → N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide

HRID 1430448

反応式

HRID 1430448 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[C:4]([F:12])[C:3]=1[CH:13]=[O:14].[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[C:4]([F:12])[C:3]=1[CH2:13][OH:14]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 84784262N-(4-chloro-2-fluoro-3-formylphenyl)acetamide

生成物 1

HCID 86713625N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

A 0° C. solution of N-(4-chloro-2-fluoro-3-formylphenyl)acetamide (1.1 g, 5.10 mmol) in MeOH (10 mL) was treated portion-wise with sodium borohydride (0.193 g, 5.10 mmol), stirred at 0° C. for 0.5 h, then warmed to RT and concentrated to dryness. The residue was treated with water, extracted with EtOAc (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide (1.05 g, 95% yield) as a white solid. MS (ESI) m/z: 218.0 [M+H]+.

後処理

  1. temperaturewarmed to RT
  2. concentrationconcentrated to dryness
  3. additionThe residue was treated with water
  4. extractionextracted with EtOAc (2×)
  5. washthe combined organics were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-3c6f918d987646e8aebb2d388f7374bc
出典データセット
uspto-grants-2015_01
特許番号
US08940756B2

関連ノート

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