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Citric Acid → HCID 23138330, 화합물

HRID 1162299
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HRID 1162299 반응식
[CH2:1]([C:3]([OH:17])([CH2:15][CH3:16])[CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:5][OH:6])[CH3:2].Cl[O-].[Na+].Cl([O-])=[O:22].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>P([O-])([O-])([O-])=O.C(#N)C>[C:10]([O:9][C:8]([NH:7][CH:4]([C:3]([CH2:15][CH3:16])([OH:17])[CH2:1][CH3:2])[C:5]([OH:22])=[O:6])=[O:14])([CH3:12])([CH3:11])[CH3:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 23665760Sodium HypochloriteHCID 23668197Sodium ChloriteHCID 86612127HCID 86612127, 화합물

생성물 1

HCID 23138330HCID 23138330, 화합물수율 24%

시약·촉매·용매 2

HCID 1061Phosphate용매
HCID 6342
Acetonitrile
용매

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온도
35 °C

실험 절차

tert-Butyl 2-ethyl-2-hydroxy-1-(hydroxymethyl)butylcarbamate (5.80 g) obtained in Example 36a) and 2,2,6,6-tetramethyl-1-piperidinyloxy (0.73 g) were dissolved in phosphate buffer (pH 6.8, 100 ml) and acetonitrile (100 ml). While the mixture was warmed to 35° C., an aqueous sodium hypochlorite solution (1.3 ml) and an aqueous solution (20 ml) of sodium chlorite (6.4 g) were simultaneously added dropwise thereto over 2 hours, respectively. The reaction mixture was mixed at 35° C. overnight, and returned to room temperature. The solution was acidified by adding a 5% aqueous citric acid solution and extracted three times with ethyl acetate. The extracts were combined and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with silica gel column (ethyl acetate/hexane=1/1 to 3/1) to obtain the title compound as colorless powder (0.28 g, 24%).

후처리

  1. additionThe reaction mixture was mixed at 35° C. overnight
  2. customreturned to room temperature
  3. extractionextracted three times with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified with silica gel column (ethyl acetate/hexane=1/1 to 3/1)

출처 및 근거

ORD 기록
ord-56dcbe07eaee4c2fbc0597518ff8414b
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820673B2

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