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Diazomethane → Methyl 7-benzamido-3-methyl-3-cephem-4-carboxylate-1-oxide

HRID 1902906
ノート
印刷プレビュー

反応式

HRID 1902906 の反応式
[N+](=[CH2:3])=[N-].[C:4]([NH:12][CH:13]1[C:25](=[O:26])[N:15]2[C:16]([C:22]([OH:24])=[O:23])=[C:17]([CH3:21])[CH2:18][S:19](=[O:20])[C@H:14]12)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>ClCCl>[C:4]([NH:12][CH:13]1[C:25](=[O:26])[N:15]2[C:16]([C:22]([O:24][CH3:3])=[O:23])=[C:17]([CH3:21])[CH2:18][S:19](=[O:20])[C@H:14]12)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9550DiazomethaneHCID 704647027-Benzamido-3-methyl-3-cephem-4-carboxylic acid-1-oxide

生成物 1

HCID 70500625Methyl 7-benzamido-3-methyl-3-cephem-4-carboxylate-1-oxide収率 86.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

An excess of an ethereal diazomethane solution was added to an ice-cooled suspension of 5 gm of 7-benzamido-3-methyl-3-cephem-4-carboxylic acid-1-oxide in 150 ml of dichloromethane and the mixture was stirred for half an hour. Then, excess diazomethane was destroyed with acetic acid and methanol was added. The mixture was evaporated to dryness in vacuo and the residue was crystallized from methanol to obtain 4.5 gm (86.6% yield) of methyl 7-benzamido-3-methyl-3-cephem-4-carboxylate-1-oxide.

後処理

  1. temperaturecooled
  2. customThen, excess diazomethane was destroyed with acetic acid and methanol
  3. additionwas added
  4. customThe mixture was evaporated to dryness in vacuo
  5. customthe residue was crystallized from methanol

出典と根拠

ORDレコード
ord-71dbe44d8fb844349aab7616008a9569
出典データセット
uspto-grants-1982_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04366315

反応ノート

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