Sodium Azide → HCID 22242898, 화합물

HRID 891735노트

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HRID 891735 반응식
CS(O[CH:6]1[CH2:9][N:8]([C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[CH2:7]1)(=O)=O.[N-:23]=[N+:24]=[N-:25].[Na+]>CN(C)C=O>[N:23]([CH:6]1[CH2:9][N:8]([C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[CH2:7]1)=[N+:24]=[N-:25]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 222428573-Methanesulfonyloxy-1-(p-nitrobenzyloxycarbonyl)azetidine

생성물 1

HCID 22242898HCID 22242898, 화합물수율 55.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

To a solution of 3-methanesulfonyloxy-1-(p-nitrobenzyloxycarbonyl)azetidine (4.63 g, 14.0 mmol) (obtained as described in Reference Example 54(2)) in dimethylformamide (140 ml) was added sodium azide (1.37 g, 21.0 mmol), and the mixture was stirred in an oil bath (100° C.) for 4 hours. After checking the completion of the reaction, the reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane:ethyl acetate (2:1→1:1) as the eluant to afford 3-azido-1-(p-nitrobenzyloxycarbonyl)azetidine (2.15 g, yield 55%) as pale yellow crystals.

후처리

  1. customthe completion of the reaction
  2. customthe reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution
  3. washThe organic layer was washed with saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-e7bc774f853649a788db06976045a7a6
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07001897B2

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