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Hydrochloric Acid → 7beta-Phenoxyacetamido-3-methoxy-ceph-2-em-4alpha-carboxylic acid

HRID 127469
ノート
印刷プレビュー

反応式

HRID 127469 の反応式
[OH-].[K+].C[O:4][C:5]([C@@H:7]1[N:12]2[C:13](=[O:26])[C@@H:14]([NH:15][C:16](=[O:25])[CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C@H:11]2[S:10][CH:9]=[C:8]1[O:27][CH3:28])=[O:6].O.Cl>O1CCCC1.C(Cl)Cl>[O:18]([CH2:17][C:16]([NH:15][C@@H:14]1[C:13](=[O:26])[N:12]2[C@@H:7]([C:5]([OH:6])=[O:4])[C:8]([O:27][CH3:28])=[CH:9][S:10][C@H:11]12)=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 705574947beta-Phenoxyacetamido-3-methoxy-ceph-2-em-4alpha-carboxylic acid methyl ester

生成物 1

HCID 128054427beta-Phenoxyacetamido-3-methoxy-ceph-2-em-4alpha-carboxylic acid

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

15 ml of cooled 0.1 N aqueous potassium hydroxide solution are added, whilst stirring, to a solution, cooled in an ice bath, of 382 mg of 7β-phenoxyacetamido-3-methoxy-ceph-2-em-4α-carboxylic acid methyl ester in 30 ml of tetrahydrofurane. After 5 minutes, 100 ml of water and 70 ml of methylene chloride are added and the mixture is acidified by adding 10 ml of 1 N aqueous hydrochloric acid. The methylene chloride phase is separated off and the aqueous phase is extracted with 30 ml of methylene chloride. The combined organic phases are dried over sodium sulphate and concentrated by evaporation in vacuo. The residue is crystallised from chloroform/diethyl ether and gives 7β-phenoxyacetamido-3-methoxy-ceph-2-em-4α-carboxylic acid of melting point 142° C. (decomposition).

後処理

  1. customThe methylene chloride phase is separated off
  2. extractionthe aqueous phase is extracted with 30 ml of methylene chloride
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. concentrationconcentrated by evaporation in vacuo
  5. customThe residue is crystallised from chloroform/diethyl ether

出典と根拠

ORDレコード
ord-59bb5088c0a448e5800af419cba94c5d
出典データセット
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04255328

反応ノート

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