L-Leucine → Benzoyl-L-leucine

HRID 2165778

반응식

HRID 2165778 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[NH2:12][C@H:13]([C:18]([OH:20])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16]>O>[C:1]([NH:12][C@H:13]([C:18]([OH:20])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6106L-LeucineHCID 7412Benzoyl chlorideHCID 14798Sodium Hydroxide

생성물 1

HCID 853887Benzoyl-L-leucine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Benzoyl chloride (4.22 g, 0.030 mol) and 10% NaOH (12 ml, 0.030 mol) were added separately with vigorous stirring to a solution of L-leucine (3.94 g, 0.030 mol) in 150 ml of distilled water at ice bath temperature. The reaction was allowed to proceed at this temperature until the reaction mixture became clear (30 minutes); it was then extracted with ethyl acetate (2×100 ml). The aqueous layer was separated, acidified to pH 2 with 10% HCl, and extracted with ethyl acetate (3×50 ml). The ethyl acetate extract was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated in vacuo to yield quantitative amount of N-benzoyl-L-leucine as a semi-solid which was used directly for the following step.

후처리

  1. custom(30 minutes)
  2. extractionit was then extracted with ethyl acetate (2×100 ml)
  3. customThe aqueous layer was separated
  4. extractionextracted with ethyl acetate (3×50 ml)
  5. extractionThe ethyl acetate extract
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. filtrationAfter filtration
  8. customthe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-d039dfbff046483b870d88c8b42828db
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04940816

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