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Ammonium formate → HCID 18926564, 화합물

HRID 1600185
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인쇄 미리보기

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HRID 1600185 반응식
[CH3:1][O:2][C:3]([CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][C:12](/[CH:16]=[CH:17]/[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:13][CH:14]=2)[C:9]([CH2:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)=[CH:8]1)=[O:4].C([O-])=O.[NH4+]>[Pd].CO.O1CCCC1>[CH3:1][O:2][C:3]([CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][C:12]([CH2:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:13][CH:14]=2)[C:9]([CH2:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)=[CH:8]1)=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 2723923Ammonium formateHCID 86752488HCID 86752488, 화합물

생성물 1

HCID 18926564HCID 18926564, 화합물수율 98.8%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

A mixture of t-butyl (E)-3-[1-(2-methoxycarbonylethyl)-3-(3-pyridylmethyl)-1H-indol-5-yl]-2-propenoate (7.86 g), 10% palladium on carbon (0.70 g) and ammonium formate (5.60 g) in a mixture of methanol (40 ml) and tetrahydrofuran (40 ml) was heated at 60° C. for 3 hours and then cooled. The mixture was filtered and the residue was washed with methanol. The filtrate and washings were combined and evaporated, and the residue-was partitioned between water and ether. The organic layer was separated and the aqueous layer was extracted with ether. The organic layers were combined, washed with water and dried (MgSO4). Evaporation of the solvent gave the title compound as an oil (7.80 g). Found: C,70.51; H,6.98; N,6.54. C25H30N2O4 requires: C,71.06; H,7.16; N,6.63%.

후처리

  1. temperaturecooled
  2. filtrationThe mixture was filtered
  3. washthe residue was washed with methanol
  4. customevaporated
  5. customthe residue-was partitioned between water and ether
  6. customThe organic layer was separated
  7. extractionthe aqueous layer was extracted with ether
  8. washwashed with water
  9. dry with materialdried (MgSO4)
  10. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-af49b6779c4f4d9393e39a3016248129
출처 데이터셋
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05744488

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