تفاعل #1425

ord-8692cdf1384947d9936fad43dc8bd8f6

معادلة التفاعل

[Br-].[K+]
Potassium bromide
CCCC[C@@H](N)C(=O)O
D-norleucine
O=N[O-].[Na+]
sodium nitrite
CCCC[C@H](Br)C(=O)O
crude title product
CCCC[C@H](Br)C(=O)O
(S)-2-Bromohexanoic acid

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
-10°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةmaintaining the temperature between -10° and -5° C
  2. 2
    workup.ADDITIONAfter addition
  3. 3
    أخرىthe foamy reaction
  4. 4
    درجة الحرارةwarmed to room temperature
  5. 5
    workup.STIRRINGstirred for another hour
  6. 6
    استخلاصThe reaction mixture was then extracted twice with ether
  7. 7
    غسيلthe ether extracts were washed once with water
  8. 8
    تجفيفdried (magnesium sulfate)
  9. 9
    ترشيحfiltered
  10. 10
    أخرىevaporated
  11. 11
    أخرىto give 3.3 g

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723602uspto-grants-1998_03