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HCID 86638599, 화합물 → HCID 67024819, 화합물

HRID 1677851
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HRID 1677851 반응식
O1[C:5]2([CH2:9][CH2:8][N:7]([C@H:10]3[CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]3[O:16][CH2:17][C:18]3[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:25])[CH2:6]2)[O:4]CC1>Cl.CC(=O)CC>[ClH:24].[O:4]=[C:5]1[CH2:9][CH2:8][N:7]([C@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]2[O:16][CH2:17][C:18]2[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:25])[CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 86638599HCID 86638599, 화합물

생성물 1

HCID 67024819HCID 67024819, 화합물수율 72%

시약·촉매·용매 1

HCID 12200355HCl butanone용매

실험 절차

The ketal intermediate (step vi) in a mixture of 6M HCl-butanone (1:4, v/v, 100 mL) was refluxed for 16 hours. The butanone was evaporated in vacuo and the residual aqueous layer was diluted with more water (100 mL). The acidic aqueous layer was extracted with diethyl ether (2×40 mL) and then with dichloromethane (3×40 mL). The combined dichloromethane extracts were dried over sodium sulfate and the solvent was evaporated in vacuo to provide the crude title compound. The product was crystallized by triturating in diethyl ether and reprecipitated from a mixture of dichloromethane-diethyl ether to yield 1.8 g (72% yield) of the title compound, having the elemental analysis indicated in Table 1.

후처리

  1. temperaturewas refluxed for 16 hours
  2. customThe butanone was evaporated in vacuo
  3. additionthe residual aqueous layer was diluted with more water (100 mL)
  4. extractionThe acidic aqueous layer was extracted with diethyl ether (2×40 mL)
  5. dry with materialThe combined dichloromethane extracts were dried over sodium sulfate
  6. customthe solvent was evaporated in vacuo
  7. customto provide the crude title compound
  8. customThe product was crystallized
  9. customby triturating in diethyl ether
  10. customreprecipitated from a mixture of dichloromethane-diethyl ether

출처 및 근거

ORD 기록
ord-c9ca1c2887e4487b9da1842e3dde9d37
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008342B2

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