Pyridine → Benzhydryl 7-salicylideneamino-3-chloromethyl-3-cephem-4-carboxylate

HRID 569371ノート

反応式

HRID 569371 の反応式
[CH:1](=[N:9][CH:10]1[C:35](=[O:36])[N:12]2[C:13]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:14]([CH2:17]O)[CH2:15][S:16][C@H:11]12)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].P(Cl)(Cl)(Cl)(Cl)[Cl:38].N1C=CC=CC=1>C(Cl)Cl>[CH:1](=[N:9][CH:10]1[C:35](=[O:36])[N:12]2[C:13]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:14]([CH2:17][Cl:38])[CH2:15][S:16][C@H:11]12)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

参加物

5

反応物 3

HCID 1049PyridineHCID 24819Phosphorus pentachlorideHCID 136460596Benzhydryl 7-salicylideneamino-3-hydroxymethyl-3-cephem-4-carboxylate

生成物 1

HCID 136460599Benzhydryl 7-salicylideneamino-3-chloromethyl-3-cephem-4-carboxylate収率 85.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-30 °C

実験手順

Benzhydryl 7-salicylideneamino-3-hydroxymethyl-3-cephem-4-carboxylate (1.01 g) was dissolved in methylene chloride (10 ml) and cooled to -30° C. To this solution was added phosphorus pentachloride (0.46 g), followed by addition of pyridine (0.18 ml). The reaction mixture was stirred for an hour at -30° to -20° C. and poured into ice-water. The separated organic layer was washed with water and an aqueous sodium chloride, followed by drying over magnesium sulfate. The solvent was evaporated in vacuo to give benzhydryl 7-salicylideneamino-3-chloromethyl-3-cephem-4-carboxylate (0.9 g).

後処理

  1. washThe separated organic layer was washed with water
  2. dry with materialby drying over magnesium sulfate
  3. customThe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-9b1c3cb1330b40df9126731eed692991
出典データセット
uspto-grants-1988_03
特許番号
US04731443

反応ノート

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