Water → Benzhydryl 7-(2-phenylacetamido)-3-allylthiomethyl-3-cephem-4-carboxylate

HRID 1200113ノート

反応式

HRID 1200113 の反応式
[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:40](=[O:41])[N:13]3[C:14]([C:24]([O:26][CH:27]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[O:25])=[C:15]([CH2:19][S:20][CH2:21][CH:22]=[CH2:23])[CH2:16][S:17](=O)[C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)Cl.O>C(Cl)Cl>[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:40](=[O:41])[N:13]3[C:14]([C:24]([O:26][CH:27]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[O:25])=[C:15]([CH2:19][S:20][CH2:21][CH:22]=[CH2:23])[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 24387Phosphorus trichlorideHCID 67712682Benzhydryl 7-(2-phenylacetamido)-3-allylthiomethyl-3-cephem-4-carboxylate-1-oxide

生成物 1

HCID 67712927Benzhydryl 7-(2-phenylacetamido)-3-allylthiomethyl-3-cephem-4-carboxylate収率 87%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of benzhydryl 7-(2-phenylacetamido)-3-allylthiomethyl-3-cephem-4-carboxylate-1-oxide (26 g) in methylene chloride (500 ml) was added dropwise phosphorus trichloride (20 ml) at 5° C. with stirring, and the stirring was continued for an hour. The mixture was poured into a mixture of methylene chloride (200 ml) and water (400 ml), followed by separating out the organic layer, which was washed twice with an aqueous solution of sodium chloride (200 ml) and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was pulverized with diisopropyl ether to give benzhydryl 7-(2-phenylacetamido)-3-allylthiomethyl-3-cephem-4-carboxylate (22 g).

後処理

  1. waitthe stirring was continued for an hour
  2. customby separating out the organic layer, which
  3. washwas washed twice with an aqueous solution of sodium chloride (200 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter removal of the solvent

出典と根拠

ORDレコード
ord-3edfcf4fec67402ba28036894b45129b
出典データセット
uspto-grants-1990_02
特許番号
US04904652

反応ノート

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