Ethanol → HCID 89656036, 화합물

HRID 633546노트

반응식

HRID 633546 반응식
[F:1][C:2]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:14])(=[O:13])=[O:12])=[CH:7][C:6]=1[N+:15]([O-])=O.[Cl-].[NH4+].O1CCCC1.C(O)C>[Fe].O>[NH2:15][C:6]1[CH:7]=[C:8]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:9]=[CH:10][C:5]=1[O:4][C:3]1[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:2]=1[F:1]

참가 물질

7

반응물 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 86721059HCID 86721059, 화합물

생성물 1

HCID 89656036HCID 89656036, 화합물수율 95.4%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
95 °C

실험 절차

The product from Example 51A (3.24 g, 9.81 mmol), iron (2.74 g, 49.1 mmol), and ammonium chloride (0.787 g, 14.72 mmol) were combined in the solvent mixture of tetrahydrofuran (21.0 mL), ethanol (21.0 mL) and water (7.0 mL) and heated at 95° C. with vigorous stirring for 3 hours. The mixture was cooled and filtered through a plug of Celite to remove solids. The plug was rinsed repeatedly with methanol and tetrahydrofuran. The filtrate was concentrated and the residue partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous Na2SO4), filtered, and concentrated to afford the title compound (2.81 g, 95%).

후처리

  1. temperatureThe mixture was cooled
  2. filtrationfiltered through a plug of Celite
  3. customto remove solids
  4. washThe plug was rinsed repeatedly with methanol and tetrahydrofuran
  5. concentrationThe filtrate was concentrated
  6. customthe residue partitioned between ethyl acetate and water
  7. washThe organic layer was washed with saturated aqueous sodium chloride
  8. dry with materialdried (anhydrous Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d7daa41a4ad449ccb6c3ef6c5d1ae78d
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321764B2

반응 노트

불러오는 중…