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HCID 178418361, 화합물 → HCID 178472446, 화합물

HRID 1087978
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HRID 1087978 반응식
[C:1]([O:5][C:6](=[O:44])[CH:7]([CH2:28][N:29](CC1C=CC=CC=1)CC1C=CC=CC=1)[CH2:8][C:9]1([C:14](=[O:27])[NH:15][C@H:16]2[CH2:21][CH2:20][C@@H:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:18][CH2:17]2)[CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[Pd].C(OCC)C>[C:1]([O:5][C:6](=[O:44])[CH:7]([CH2:28][NH2:29])[CH2:8][C:9]1([C:14](=[O:27])[NH:15][C@H:16]2[CH2:17][CH2:18][C@@H:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:20][CH2:21]2)[CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:3])([CH3:2])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 178418361HCID 178418361, 화합물HCID 178472444HCID 178472444, 화합물

생성물 1

HCID 178472446HCID 178472446, 화합물수율 90%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

The product from step (c) above (4.6 g, 7.62 mmole) in ethanol (75 ml) was hydrogenated in an atmosphere of hydrogen (50 p.s.i., 3.46 bar) over palladium on charcoal (200 mg), at room temperature overnight. The reaction mixture was filtered through a Solkaflok pad, and the filtrate evaporated to dryness to yield the crude product as an oil. This was dissolved in diethyl ether, and extracted into dilute hydrochloric acid (pH 2) (2×). The combined aqueous layers were washed with diethyl ether, then neutralised with saturated aqueous sodium bicarbonate and extracted with dichloromethane (3×). The combined organic phases were dried (Na2SO4) and evaporated to yield the title amine as an oil (2.91 g, 90%). Found: C,64.80; H,9.28; N,6.76. C23H40N2O5 requires C,65.06; H,9.50; N,6.60%.

후처리

  1. filtrationThe reaction mixture was filtered through a Solkaflok pad
  2. customthe filtrate evaporated to dryness
  3. customto yield the crude product as an oil
  4. extractionextracted into dilute hydrochloric acid (pH 2) (2×)
  5. washThe combined aqueous layers were washed with diethyl ether
  6. extractionextracted with dichloromethane (3×)
  7. dry with materialThe combined organic phases were dried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-80414d8676f94b47a89b2820361a435a
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04960792

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