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

HRID 929919노트

반응식

HRID 929919 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d236a53bbc18460e902edc237568ac13
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296725B2

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