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Dimethylbarbituric acid → 3-Fluoro-4-(2-[1,2,3]triazol-1-yl-ethoxymethyl)-phenol

HRID 2113892
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HRID 2113892 반응식
CN1C(=O)CC(=O)N(C)C1=O.C([O:15][C:16]1[CH:30]=[CH:29][C:19]([CH2:20][O:21][CH2:22][CH2:23][N:24]2[CH:28]=[CH:27][N:26]=[N:25]2)=[C:18]([F:31])[CH:17]=1)C=C>ClCCl.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[F:31][C:18]1[CH:17]=[C:16]([OH:15])[CH:30]=[CH:29][C:19]=1[CH2:20][O:21][CH2:22][CH2:23][N:24]1[CH:28]=[CH:27][N:26]=[N:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 69860Dimethylbarbituric acidHCID 692938261-[2-(4-allyloxy-2-fluoro-benzyloxy)-ethyl]-1H-[1,2,3]triazole

생성물 1

HCID 692922963-Fluoro-4-(2-[1,2,3]triazol-1-yl-ethoxymethyl)-phenol수율 56.1%

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 6344Dichloromethane
용매
2회

실험 절차

To a solution of 10.4 g (66.9 mmol) 1,3-dimethyl-pyrimidine-2,4,6-trione and 774 mg (0.67 mmol) tetrakis-(triphenylphosphine)-palladium in 100 ml dichloromethane was added dropwise a solution of 6.18 g (22.3 mmol) 1-[2-(4-allyloxy-2-fluoro-benzyloxy)-ethyl]-1H-[1,2,3]triazole in 30 ml dichloromethane and stirring was continued for 24 hours at 40° C. It was allowed to cool down over night. The reaction mixture was extracted with three 100 ml portions of sodium bicarbonate solution, the organic extract was dried, evaporated and purified by chromatography on silica (ethyl acetate/dichloromethane 3:7) to yield 2.97 g (56%) 3-fluoro-4-(2-[1,2,3]triazol-1-yl-ethoxymethyl)-phenol as oil.

후처리

  1. temperatureto cool down over night
  2. extractionThe reaction mixture was extracted with three 100 ml portions of sodium bicarbonate solution
  3. extractionthe organic extract
  4. customwas dried
  5. customevaporated
  6. custompurified by chromatography on silica (ethyl acetate/dichloromethane 3:7)

출처 및 근거

ORD 기록
ord-71c5c50c286544e6a539afd2717bd5fe
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07432291B2

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