Sodium Chloride → 5-Azidomethyl-3-(4-bromo-phenyl)-4,5-dihydro-isoxazole

HRID 747183노트

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HRID 747183 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][CH:11]([CH2:13]OS(C)(=O)=O)[O:10][N:9]=2)=[CH:4][CH:3]=1.[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[Na+]>CN(C)C=O>[N:19]([CH2:13][CH:11]1[O:10][N:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=2)[CH2:12]1)=[N+:20]=[N-:21]

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 33557Sodium AzideHCID 18698757[3-(4-Bromophenyl)-4,5-dihydroisoxazol-5-yl]methyl methanesulfonate

생성물 1

HCID 179544685-Azidomethyl-3-(4-bromo-phenyl)-4,5-dihydro-isoxazole수율 112.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
75 °C

실험 절차

Methanesulfonic acid 3-(4-bromo-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester (55 g, 164.2 mmol) was added to dimethyl formamide (200 ml) followed by addition of sodium azide (21.4 g, 328.4 mmol). The mixture was heated to 75° C. for six hours and then added to aqueous sodium chloride (300 ml) followed by extraction with gethyl acetate (3×300 ml). The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo to yield the desired product (52 g).

후처리

  1. extractionfollowed by extraction with gethyl acetate (3×300 ml)
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e8cab888258b4224a137730ce68e6483
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07396847B2

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