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

HRID 2113892
ノート
印刷プレビュー

反応式

HRID 2113892 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 6344Dichloromethane
溶媒
2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-71c5c50c286544e6a539afd2717bd5fe
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07432291B2

反応ノート

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