Water → Methyl [3-(4-chlorophenyl)-4-(2-oxoethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

HRID 660900ノート

反応式

HRID 660900 の反応式
[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]1[C:9](=[O:10])[N:8]([CH2:11][CH:12]=C)[C:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[N:6]1.O.I([O-])(=O)(=O)=[O:24].[Na+]>O1CCOCC1.[Os](=O)(=O)(=O)=O>[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]1[C:9](=[O:10])[N:8]([CH2:11][CH:12]=[O:24])[C:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[N:6]1

参加物

6

反応物 3

HCID 962WaterHCID 23667635Sodium periodateHCID 58012233Methyl [3-(4-chlorophenyl)-4-allyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

生成物 1

HCID 58011652Methyl [3-(4-chlorophenyl)-4-(2-oxoethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 312751,4-Dioxane溶媒

実験手順

1.00 g (3.25 mmol) of the compound from Example 214A and 217 mg of OsEnCat 40 (micro-encapsulated osmium tetroxide, 0.3 mmol/g, 65 μmol) are placed in 20 ml dioxan and 9 ml water and slowly treated with 2.09 g (9.8 mmol) of sodium periodate at RT. This is allowed to react with vigorous stirring (1-4 days) until HPLC testing of the mixture shows adequate conversion. For the workup, the osmium catalyst is removed by filtration, then washed with dioxan and the total filtrate freed from the organic solvents on the rotary evaporator. The aqueous residue is diluted with more water and extracted three times with dichloromethane. The combined organic phases are dried over sodium sulphate and the solvent removed on the rotary evaporator. The oily residue is dried under high vacuum. 948 mg (purity ca. 84%, 79% of theory) of the title compound are obtained.

後処理

  1. customto react
  2. customFor the workup, the osmium catalyst is removed by filtration
  3. washwashed with dioxan
  4. customthe total filtrate freed from the organic solvents on the rotary evaporator
  5. additionThe aqueous residue is diluted with more water
  6. extractionextracted three times with dichloromethane
  7. dry with materialThe combined organic phases are dried over sodium sulphate
  8. customthe solvent removed on the rotary evaporator
  9. customThe oily residue is dried under high vacuum

出典と根拠

ORDレコード
ord-b3e4748cc2264bf4bfa54ac24f276b67
出典データセット
uspto-grants-2011_12
特許番号
US08084481B2

反応ノート

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