Hydrochloric Acid → HCID 21083236, 화합물

HRID 347634노트

반응식

HRID 347634 반응식
[C:1]([C:3]1[CH:21]=[CH:20][C:6]([C:7]([N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)#[N:2].Cl>CO.[Pd]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:8])=[CH:20][CH:21]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 21083245HCID 21083245, 화합물

생성물 1

HCID 21083236HCID 21083236, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a degassed solution of the cyanobenzoyl benzaz pin from Example 1A (1.50 g, 5.43 mmol) in methanol (50 ml) were added concentrated hydrochloric acid (1.4 ml, 16.2 mmol) and 10% palladium-on-carbon (1.15 g). Hydrogen gas was bubbled through the mixture for 5 h at room temperature. The catalyst was removed by filtration through a pad of celite and the filtrate was evaporated in vacuo. The residue was partitioned between EtOAc and water. The aqueous layer was basified by addition of saturated sodium bicarbonate solution and extracted with dichloromethane (2 times). The combined organic extracts were washed with brine, dried over MgSO4, and concentrated in vacuo to give a white solid; yield 1.12 g (74%).

후처리

  1. customHydrogen gas was bubbled through the mixture for 5 h at room temperature
  2. customThe catalyst was removed by filtration through a pad of celite
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was partitioned between EtOAc and water
  5. additionThe aqueous layer was basified by addition of saturated sodium bicarbonate solution
  6. extractionextracted with dichloromethane (2 times)
  7. washThe combined organic extracts were washed with brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated in vacuo
  10. customto give a white solid

출처 및 근거

ORD 기록
ord-89d3f1d81801481fb78baf442d8fbb74
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176195B2

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