2-氯吡啶 → (R)-N-(2-pyridyl)-2-aminopropanol

HRID 1937726

反应方程式

HRID 1937726 反应方程式
[NH2:1][C@@H:2]([CH2:4][OH:5])[CH3:3].CC(C)([O-])C.[K+].Cl[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>O1CCCC1>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[NH:1][C@H:2]([CH3:3])[CH2:4][OH:5]

参与物

5

反应物 3

HCID 79772-氯吡啶HCID 80308D-氨基丙醇HCID 23665647叔丁醇钾

产物 1

HCID 21339422(R)-N-(2-pyridyl)-2-aminopropanol收率 87.4%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

(R)-Alaninol (107.3 g, 1.43M) was added dropwise with stirring to a solution of potassium tertiary butoxide (160 g, 1.43M) in tetrahydrofuran (1L). After the exothermic reaction had cooled to room termperature, 2-chloropyridine (162.4 g, 1.43M) was added dropwise. The reaction mixture was heated under reflux overnight, cooled, filtered and evaporated to an oil. The oil was dissolved in xylene (1,5L) and toluene-p-sulphonic acid (0.5 g) was added. The mixture was heated under reflux overnight. On cooling to room temperature the product crystallised to give (R)-N-(2-pyridyl)-2-aminopropanol (190 g), [α]D26=30° (c=1 in CHCl3).

后处理

  1. customAfter the exothermic reaction
  2. additionwas added dropwise
  3. temperatureThe reaction mixture was heated
  4. temperatureunder reflux overnight
  5. temperaturecooled
  6. filtrationfiltered
  7. customevaporated to an oil
  8. dissolutionThe oil was dissolved in xylene (1,5L)
  9. additiontoluene-p-sulphonic acid (0.5 g) was added
  10. temperatureThe mixture was heated
  11. temperatureunder reflux overnight
  12. customcrystallised

来源与证据

ORD记录
ord-567d0f352f694ca785f48c23cb95f136
来源数据集
uspto-grants-2002_05
专利号
US06395902B1

关联笔记

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