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Potassium Bromide → (2R)-2-bromo-4-methylpentanoic acid

HRID 52807
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HRID 52807 반응식
[Br-:1].[K+].N[C@@H:4]([C:9]([OH:11])=[O:10])[CH2:5][CH:6]([CH3:8])[CH3:7].N([O-])=O.[Na+]>S(=O)(=O)(O)O>[Br:1][C@H:4]([CH2:5][CH:6]([CH3:8])[CH3:7])[C:9]([OH:11])=[O:10]
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참가 물질

5

반응물 3

HCID 253877Potassium BromideHCID 439524D-LeucineHCID 23668193Sodium Nitrite

생성물 1

HCID 12697060(2R)-2-bromo-4-methylpentanoic acid수율 60.2%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
-10 °C

실험 절차

Potassium bromide (9.5 g., 80 mmol) was added to a stirred solution of D-leucine (3.0 g., 23 mmol) in 2.5N sulfuric acid (47 ml) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (2.4 g., 34 mmol) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the 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 2.7 g of crude title product.

후처리

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

출처 및 근거

ORD 기록
ord-29591748256047bbbf57f0113e857794
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05616775

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