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

HRID 1679571

반응식

HRID 1679571 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2121d4d0d6934120ae8a467dc839785c
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04081440

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