Ammonium formate → Ethyl 5-methyl-1H-pyrrole-3-carboxylate

HRID 1967413노트

반응식

HRID 1967413 반응식
Cl[C:2]1[NH:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].C([O-])=O.[NH4+]>[C].[Pd].C(O)C>[CH3:12][C:4]1[NH:3][CH:2]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:5]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 11008659HCID 11008659, 화합물

생성물 1

HCID 12586753Ethyl 5-methyl-1H-pyrrole-3-carboxylate

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

10% palladium carbon (anhydrous) (2.5 g) was suspended with ethanol (500 mL) under argon gas atmosphere. Ethyl 2-chloro-5-methyl-1H-pyrrole-3-carboxylate (50 g; see, Tetrahedron Letters, Vol. 35, No. 33, 5989-5992 (1994)) and ammonium formate (51 g) were added to the reaction mixture at room temperature, and it was stirred at room temperature for 8 hours. The reaction mixture was subjected to filtration with Celite (trade name), the filtrate was concentrated under reduced pressure. Water and ethyl acetate were added to the obtained residue, and the mixture was extracted with ethyl acetate. The organic layer was washed by water and a saturated aqueous solution of sodium chloride, and concentrated under reduced pressure after drying with anhydrous magnesium sulfate, to thereby obtain a title compound (40 g) having the following physical properties.

후처리

  1. filtrationThe reaction mixture was subjected to filtration with Celite (trade name)
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionWater and ethyl acetate were added to the obtained residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed by water
  6. concentrationa saturated aqueous solution of sodium chloride, and concentrated under reduced pressure
  7. dry with materialafter drying with anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-b7b1231543f044eb9f1864a3fe4fa98b
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420810B2

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