Water → 3-(6-Chloropyridin-3-yl)-2-methylpropan-1-ol

HRID 1714418ノート

反応式

HRID 1714418 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([CH3:13])[C:10](O)=[O:11])=[CH:4][CH:3]=1.B.O.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([CH3:13])[CH2:10][OH:11])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 6331BoraneHCID 14798Sodium HydroxideHCID 540894253-(6-Chloropyridin-3-yl)-2-methylpropanoic acid

生成物 1

HCID 592152003-(6-Chloropyridin-3-yl)-2-methylpropan-1-ol収率 69.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 3-(6-chloropyridin-3-yl)-2-methylpropanoic acid (6.5 g, 32.6 mmol) in THF (75 mL) cooled in an ice-water bath was added a solution of 1 M borane in THF (48 mL, 48 mmol) in a rapid dropwise fashion. The mixture was stirred at room temperature for 4 h. Water (25 mL) was added carefully followed by 2 N NaOH solution. The two phases were separated and the aqueous phase washed with ether (100 mL). The organic phases were combined, dried over anhydrous MgSO4, filtered, and concentrated to give 4.2 g of the product as a nearly colorless oil in 69% crude yield. [M+H]+=186, 188; IR: 3414 (OH)

後処理

  1. customThe two phases were separated
  2. washthe aqueous phase washed with ether (100 mL)
  3. dry with materialdried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-b71bffad76da4819abd4883abf6dc121
出典データセット
uspto-grants-2010_09
特許番号
US07795456B2

反応ノート

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