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Pyridine → HCID 11145881、化合物

HRID 1249588
ノート
印刷プレビュー

反応式

HRID 1249588 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 10864182HCID 10864182、化合物

生成物 1

HCID 11145881HCID 11145881、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3a464bbf7add4a74b8104afc0f24575b
出典データセット
uspto-grants-1986_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04632918

反応ノート

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