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

HRID 257801

반응식

HRID 257801 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4f66a560b4d744959a2551b9024d02ec
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264430

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