Methylhydrazine → ethyl 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)propanoate

HRID 220462노트

반응식

HRID 220462 반응식
[C:1]([CH:4]([C:12](=O)[CH3:13])[CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=O)[CH3:2].[CH3:15][NH:16][NH2:17]>C(O)(=O)C>[CH2:10]([O:9][C:7](=[O:8])[CH2:6][CH2:5][C:4]1[C:12]([CH3:13])=[N:17][N:16]([CH3:15])[C:1]=1[CH3:2])[CH3:11]

참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 2733934Hexanoic acid, 4-acetyl-5-oxo-, ethyl ester

생성물 1

HCID 16394809ethyl 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)propanoate수율 93%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Dissolve ethyl 4-acetyl-5-oxohexanoate (2.00 g, 9.99 mmol) in acetic acid (21 mL). Add methyl hydrazine (589 μL, 10.99 mmol) and stir at room temperature for 18 hr. Concentrate and dissolve residue in ethyl acetate. Wash ethyl acetate layer with saturated aqueous sodium bicarbonate solution. Extract aqueous layer twice with ethyl acetate, dry (magnesium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 0:100 to 100% ethyl acetate:hexanes) to give 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-propionic acid ethyl ester (1.95 g, 93%). MS (ES): m/z=211 [M+H]+.

후처리

  1. concentrationConcentrate
  2. dissolutiondissolve residue in ethyl acetate
  3. dry with materialExtract aqueous layer twice with ethyl acetate, dry (magnesium sulfate)
  4. filtrationfilter
  5. concentrationconcentrate
  6. custompurify
  7. wash(silica gel chromatography, eluting with 0:100 to 100% ethyl acetate:hexanes)

출처 및 근거

ORD 기록
ord-000c6f90b8f246098496a859eabe70f4
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202873B2

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