Hydrochloric Acid → 7alpha-Chloro-3-methyl-3-cephem-4-carboxylic acid

HRID 257801

反応式

HRID 257801 の反応式
[CH3:1][C:2]1[CH2:11][S:10][C@@H:5]2[C@H:6](N)[C:7](=[O:8])[N:4]2[C:3]=1[C:12]([OH:14])=[O:13].C(O)C.[ClH:18].N([O-])=O.[Na+]>[Cl-].[Na+].O.O>[Cl:18][C@H:6]1[C:7](=[O:8])[N:4]2[C:3]([C:12]([OH:14])=[O:13])=[C:2]([CH3:1])[CH2:11][S:10][C@H:5]12

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 334987-Aminodeacetoxycephalosporanic acidHCID 23668193Sodium Nitrite

生成物 1

HCID 156604937alpha-Chloro-3-methyl-3-cephem-4-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
5 °C

実験手順

A mixture of 7-ADCA (25 g, 0.117 mol), ethanol (700 ml), water (163 ml) and concentrated hydrochloric acid (163 ml) was cooled to 5° C. Sodium nitrite (11.5 g, 0.167 mol) was added in small portions over 25 minutes and the mixture was stirred for 3.5 hours at 0°-5° C.; 300 ml of brine was added and the reaction mixture was extracted with methylene chloride. The organic extract was washed with water, brine, dried over sodium sulfate and concentrated (16.1 g, 58.9%). This crude acid was directly used for the next step without further purification.

後処理

  1. extractionthe reaction mixture was extracted with methylene chloride
  2. extractionThe organic extract
  3. washwas washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated (16.1 g, 58.9%)
  6. customThis crude acid was directly used for the next step without further purification

出典と根拠

ORDレコード
ord-4f66a560b4d744959a2551b9024d02ec
出典データセット
uspto-grants-1993_11
特許番号
US05264430

関連ノート

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