溴化钾 → 2-Bromohexanoic acid, (S)-

HRID 1329

反应方程式

HRID 1329 反应方程式
[Br-:1].[K+].N[C@@H:4]([C:9]([OH:11])=[O:10])[CH2:5][CH2:6][CH2:7][CH3:8].N([O-])=O.[Na+]>S(=O)(=O)(O)O>[Br:1][C@@H:4]([CH2:5][CH2:6][CH2:7][CH3:8])[C:9]([OH:11])=[O:10]

参与物

5

反应物 3

HCID 253877溴化钾HCID 456468Norleucine, D-(-)-HCID 23668193亚硝酸钠

产物 1

HCID 69944632-Bromohexanoic acid, (S)-

试剂、催化剂与溶剂 1

HCID 1118四氧化硫溶剂

反应条件

温度
-10 °C

实验过程

Potassium bromide (15.9 g., 133 mmol.) was added to a stirred solution of D-norleucine (5.0 g., 38 mmol.) in 2.5N sulfuric acid (77 ml.) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (3.94 g., 57 mmol.) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the foamy reaction was stirred for 1 hour and then warmed to room temperature and stirred for another hour. The reaction mixture was then extracted twice with ether, the ether extracts were washed once with water, dried (magnesium sulfate), filtered and evaporated to give 3.3 g. of crude title product.

后处理

  1. temperaturemaintaining the temperature between -10° and -5° C
  2. additionAfter addition
  3. customthe foamy reaction
  4. temperaturewarmed to room temperature
  5. stirringstirred for another hour
  6. extractionThe reaction mixture was then extracted twice with ether
  7. washthe ether extracts were washed once with water
  8. dry with materialdried (magnesium sulfate)
  9. filtrationfiltered
  10. customevaporated
  11. customto give 3.3 g

来源与证据

ORD记录
ord-8692cdf1384947d9936fad43dc8bd8f6
来源数据集
uspto-grants-1998_03
专利号
US05723602

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