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

HRID 1714418노트

반응식

HRID 1714418 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-b71bffad76da4819abd4883abf6dc121
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795456B2

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