Hydrochloric Acid → Disodium

HRID 1833428ノート

反応式

HRID 1833428 の反応式
[NH2:1][CH:2]1[C:15](=[O:16])[N:4]2[CH:5]([P:10]([OH:14])([O:12][CH3:13])=[O:11])[C:6]([CH3:9])([CH3:8])[S:7][C@H:3]12.[OH-].[Na+:18].[C:19]1([CH:25]([C:29](O)=[O:30])[C:26]([OH:28])=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl.C(N=C=NCCCN(C)C)C.Cl.C(=O)([O-])O.[Na+:49].C(C(CCCC)C([O-])=O)C.[Na+]>C(OCC)(=O)C.O>[Na:18][Na:49].[C:26]([CH:25]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:29]([NH:1][CH:2]1[C:15](=[O:16])[N:4]2[CH:5]([P:10]([OH:14])([O:12][CH3:13])=[O:11])[C:6]([CH3:8])([CH3:9])[S:7][C@H:3]12)=[O:30])([OH:28])=[O:27]

参加物

11

反応物 7

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 75791Phenylmalonic acidHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 23672331Sodium 2-ethylhexanoateHCID 867348606-amino-2,2-dimethyl-3-(O-methylphosphono)penam

生成物 2

HCID 141233DisodiumHCID 867353296-(2-carboxy-2-phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of 266 mg. (0.001 mole ) of 6-amino-2,2-dimethyl-3-(O-methylphosphono)penam in 8 ml. of water is added dropwise dilute aqueous sodium hydroxide to obtain a pH of 6.1. To this solution is then added 235 mg. (0.0013 mole) of phenylmalonic acid, followed by 190 mg. (0.001 mole) of 1-ethyl-3-(3-dimethylaminoprop-1-yl)carbodiimide hydrochloride. The solution is stirred for 3.5 hours, during which time the pH is maintained in the range from 6.1 to 6.3 by the dropwise addition of dilute hydrochloric acid. At this point, the pH is raised to 7.3 by the addition of saturated sodium hydrogen carbonate solution, and the reaction mixture is washed with ethyl acetate. The wash is discarded. The aqueous phase is then adjusted to pH 2 using dilute hydrochloric acid, and then it is extracted twice with 30 ml. portions of ethyl acetate. The combined extracts are dried, and concentrated to a volume of about 25 ml. To this solution is added a solution of 330 mg. (0.002 mole) of sodium 2-ethylhexanoate in 2.0 ml. of ethyl acetate. The precipitate which forms is filtered to give the disodium salt of 6-(2-carboxy-2-phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam.

後処理

  1. customto obtain a pH of 6.1
  2. additionTo this solution is then added 235 mg
  3. washthe reaction mixture is washed with ethyl acetate
  4. extractionit is extracted twice with 30 ml
  5. customThe combined extracts are dried
  6. concentrationconcentrated to a volume of about 25 ml
  7. additionTo this solution is added a solution of 330 mg
  8. filtrationThe precipitate which forms is filtered

出典と根拠

ORDレコード
ord-44b99c1932404269bde6cd075cb3dc4a
出典データセット
uspto-grants-1978_01
特許番号
US04066657

反応ノート

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