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Pyridine → HCID 11145881, 화합물

HRID 1249588
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HRID 1249588 반응식
N1C=CC=CC=1.CN(C)C=O.S(Cl)([Cl:14])=O.O[CH2:17][C:18]1[CH2:19][S:20][C@@H:21]2[C@H:41]([NH:42][C:43](=[O:51])[CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[C:40](=[O:52])[N:22]2[C:23]=1[C:24]([O:26][CH:27]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25]>O1CCCC1>[Cl:14][CH2:17][C:18]1[CH2:19][S:20][C@@H:21]2[C@H:41]([NH:42][C:43](=[O:51])[CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[C:40](=[O:52])[N:22]2[C:23]=1[C:24]([O:26][CH:27]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 10864182HCID 10864182, 화합물

생성물 1

HCID 11145881HCID 11145881, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

24 ml (0.3 mol) of pyridine, 400 μl of dimethylformamide and 21.6 ml (0.3 mol) of thionyl chloride are added, while cooling in ice, to a solution of 103 g (0.2 mol) of benzhydryl 3-hydroxymethyl-7β-phenylacetamido-3-cephem-4-carboxylate (prepared according to, for example, Helv. Chim. Acta 57, 2044 (1974)) in 3.5 l of absolute tetrahydrofuran. After 10 minutes, the mixture is evaporated in a rotary evaporator, the residue is taken up in 2 l of ethyl acetate, and the solution is extracted by shaking twice with sodium bicarbonate solution and once with water. The organic phase is stirred with 50 g each of kieselguhr and active charcoal and filtered with suction through a sintered glass funnel containing silica gel. It is then dried over magnesium sulphate, evaporated, and residue is taken up in 200 ml of methylene chloride and the product is precipitated with petroleum ether.

후처리

  1. customthe mixture is evaporated in a rotary evaporator
  2. extractionthe solution is extracted
  3. stirringThe organic phase is stirred with 50 g each of kieselguhr and active charcoal
  4. filtrationfiltered with suction through a sintered glass funnel
  5. additioncontaining silica gel
  6. dry with materialIt is then dried over magnesium sulphate
  7. customevaporated
  8. customthe product is precipitated with petroleum ether

출처 및 근거

ORD 기록
ord-3a464bbf7add4a74b8104afc0f24575b
출처 데이터셋
uspto-grants-1986_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04632918

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