Isoamyl Nitrite → HCID 54331335, 화합물

HRID 851368

반응식

HRID 851368 반응식
N[CH:2]1[C@@H:5]([CH2:6][CH:7]=[CH2:8])[N:4]([C:9](=[C:14]([CH3:16])[CH3:15])[C:10]([O:12][CH3:13])=[O:11])[C:3]1=[O:17].[BrH:18].C(N(CC)CC)C.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.N(OCCC(C)C)=O>C(Cl)Cl>[Br:18][CH:2]1[C@@H:5]([CH2:6][CH:7]=[CH2:8])[N:4]([C:9](=[C:14]([CH3:16])[CH3:15])[C:10]([O:12][CH3:13])=[O:11])[C:3]1=[O:17]

참가 물질

6

반응물 4

HCID 8053Isoamyl NitriteHCID 521998p-Toluenesulfonic acid monohydrateHCID 2734074Triethylammonium bromideHCID 54087051HCID 54087051, 화합물

생성물 1

HCID 54331335HCID 54331335, 화합물수율 81.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A mixture of methyl 2-[(4R)-3-amino-4-allyl-2-oxoazetidin-1-yl]-3-methyl-2-butenoate (815 mg), triethylamine hydrobromide (2.50 g) and p-toluenesulfonic acid hydrate (1.17 g) in methylene chloride (30 ml) was cooled to 0° C. and isopentyl nitrite (0.54 ml) was added. After stirring for 20 minutes at the same temperature, the mixture was concentrated and the residue was dissolved in ethyl acetate (50 ml). The solution was washed successively with 10% aqueous sodium bisulfite, water and brine, dried over magnesium sulfate and evaporated to give methyl 2-[(4R)-3-bromo-4-allyl-2-oxoazetidin-1-yl]-3-methyl-2-butenoate (840 mg) as a crude oil.

후처리

  1. concentrationthe mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate (50 ml)
  3. washThe solution was washed successively with 10% aqueous sodium bisulfite, water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-c105696679a9498188ae1b51bcf7cba1
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04383945

연결된 노트

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