Bromine → 4-Bromo-3-methyl-5-(trifluoromethyl)pyrazole

HRID 220454

反応式

HRID 220454 の反応式
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([F:10])([F:9])[F:8])[CH:3]=1.C([O-])(=O)C.[Na+].[Br:16]Br.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C.C(OCC)(=O)C>[Br:16][C:3]1[C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][NH:6][C:2]=1[CH3:1]

参加物

7

反応物 4

HCID 24408BromineHCID 24437Sodium SulfiteHCID 1390771H-Pyrazole, 3-methyl-5-(trifluoromethyl)-HCID 517045Sodium Acetate

生成物 1

HCID 27364304-Bromo-3-methyl-5-(trifluoromethyl)pyrazole収率 100%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

Dissolve 5-methyl-3-(trifluoromethyl)pyrazole (1.00 g, 6.66 mmol) in 60% aqueous acetic acid (13 mL). Add sodium acetate (0.819 g, 9.99 mmol) and cool to 0° C. Add bromine (1.17 g, 7.33 mmol) dropwise over 10 min. Stir at 0° C. for 3 hr, then at room temperature for 18 hr. Add ethyl acetate and saturated aqueous sodium sulfite solution. Separate organics and wash one time with saturated aqueous sodium bicarbonate solution followed by saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate to give 4-bromo-5-methyl-3-trifluoromethyl-1H-pyrazole (1.50 g, 100%). GC-MS: m/z=229 [M+].

後処理

  1. waitat room temperature for 18 hr
  2. washSeparate organics and wash one time with saturated aqueous sodium bicarbonate solution
  3. dry with materialDry (magnesium sulfate)
  4. filtrationfilter
  5. concentrationconcentrate

出典と根拠

ORDレコード
ord-33e599f9ee714cb982e2ab2c1ef6a0fd
出典データセット
uspto-grants-2012_06
特許番号
US08202873B2

関連ノート

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