Bromoacetic Acid → 2-(4-nitro-1H-pyrazol-1-yl)acetic acid

HRID 929919ノート

反応式

HRID 929919 の反応式
[OH-].[K+].[N+:3]([C:6]1[CH:7]=[N:8][NH:9][CH:10]=1)([O-:5])=[O:4].Br[CH2:12][C:13]([OH:15])=[O:14]>O.CC(C)=O>[N+:3]([C:6]1[CH:7]=[N:8][N:9]([CH2:12][C:13]([OH:15])=[O:14])[CH:10]=1)([O-:5])=[O:4]

参加物

6

反応物 3

HCID 6227Bromoacetic AcidHCID 14797Potassium HydroxideHCID 163764-nitro-1H-pyrazole

生成物 1

HCID 12834772-(4-nitro-1H-pyrazol-1-yl)acetic acid収率 88%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 962Water溶媒

実験手順

A solution of potassium hydroxide (32.7 g, 0.58 mol) in water (100 mL) was added to a stirred mixture of 4-nitro-1H-pyrazole (30 g, 0.27 mol) in acetone (500 mL) at room temperature. After 30 min, a solution of 2-bromoacetic acid (38.7 g, 0.27 mol) in acetone (100 mL) was added and the reaction was stirred overnight. The solvent was removed in vacuo, the residue was diluted with water then extracted three times with ethyl acetate and the combined organic layer was concentrated in vacuo. The residue was further extracted with dichloromethane and methanol and the combined organic layer was concentrated in vacuo to afford 2-(4-nitro-1H-pyrazol-1-yl)acetic acid (40 g, 88%).

後処理

  1. customThe solvent was removed in vacuo
  2. additionthe residue was diluted with water
  3. extractionthen extracted three times with ethyl acetate
  4. concentrationthe combined organic layer was concentrated in vacuo
  5. extractionThe residue was further extracted with dichloromethane and methanol
  6. concentrationthe combined organic layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-d236a53bbc18460e902edc237568ac13
出典データセット
uspto-grants-2016_03
特許番号
US09296725B2

反応ノート

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