Water → p-Nitrobenzyl 7-Penoxyacetamido-3-methylenecepham-4-carboxylate

HRID 1679571ノート

反応式

HRID 1679571 の反応式
[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:34](=[O:35])[N:14]2[CH:15]([C:21]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=3)=[O:22])[C:16](=[CH2:20])[CH2:17][S:18](=O)[C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)C=O.P(Cl)(Cl)Cl.O>C(OCC)(=O)C>[O:1]([CH2:8][C:9]([NH:11][CH:12]1[C:34](=[O:35])[N:14]2[CH:15]([C:21]([O:23][CH2:24][C:25]3[CH:26]=[CH:27][C:28]([N+:31]([O-:33])=[O:32])=[CH:29][CH:30]=3)=[O:22])[C:16](=[CH2:20])[CH2:17][S:18][C@H:13]12)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 24387Phosphorus trichlorideHCID 12780262p-Nitrobenzyl 7-Phenoxyacetamido-3-methylenecepham-4-carboxylate-1-oxide

生成物 1

HCID 20837924p-Nitrobenzyl 7-Penoxyacetamido-3-methylenecepham-4-carboxylate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

About one-half of the product from Example 17 was dissolved in 25 ml. of dry N,N-dimethylformamide. The mixture was cooled in an ice bath, and 370 mg. (2.7 mmol.) of phosphorous trichloride were added. The mixture was stirred with cooling for 30 minutes. The mixture then was poured into a mixture of water and ethyl acetate. The ethyl acetate solution was separated, washed successively with 5 percent hydrochloric acid and brine, dried over magnesium sulfate, and evaporated to dryness in vacuo. The residue (350 mg.) was consistent by nmr analysis with the structure of the title compound.

後処理

  1. temperatureThe mixture was cooled in an ice bath
  2. temperaturewith cooling for 30 minutes
  3. customThe ethyl acetate solution was separated
  4. washwashed successively with 5 percent hydrochloric acid and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-2121d4d0d6934120ae8a467dc839785c
出典データセット
uspto-grants-1978_03
特許番号
US04081440

反応ノート

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