Sodium Azide → 4-(2-((3-(Azidomethyl)oxetan-3-yl)methoxy)-3,4-dimethoxyphenyl)-indan-1-one

HRID 2171035노트

반응식

HRID 2171035 반응식
CS(O[CH2:6][C:7]1([CH2:11][O:12][C:13]2[C:18]([C:19]3[CH:27]=[CH:26][CH:25]=[C:24]4[C:20]=3[CH2:21][CH2:22][C:23]4=[O:28])=[CH:17][CH:16]=[C:15]([O:29][CH3:30])[C:14]=2[O:31][CH3:32])[CH2:10][O:9][CH2:8]1)(=O)=O.[N-:33]=[N+:34]=[N-:35].[Na+]>CN(C)C=O>[N:33]([CH2:6][C:7]1([CH2:11][O:12][C:13]2[C:14]([O:31][CH3:32])=[C:15]([O:29][CH3:30])[CH:16]=[CH:17][C:18]=2[C:19]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:20]=2[CH2:21][CH2:22][C:23]3=[O:28])[CH2:10][O:9][CH2:8]1)=[N+:34]=[N-:35]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 86677576(3-((2,3-dimethoxy-6-(1-oxo-2,3-dihydro-1H-inden-4-yl)phenoxy)methyl)oxetan-3-yl)methyl methanesulfonate

생성물 1

HCID 866775774-(2-((3-(Azidomethyl)oxetan-3-yl)methoxy)-3,4-dimethoxyphenyl)-indan-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirring solution of (3-((2,3-dimethoxy-6-(1-oxo-2,3-dihydro-1H-inden-4-yl)phenoxy)methyl)oxetan-3-yl)methyl methanesulfonate (5 g, 10.82 mmol) in dimethylformamide (40 mL), was added sodium azide (3.5 g, 54.11 mmol) and the resultant reaction mixture was stirred at RT for 16 h. The reaction mixture was quenched with ice water and extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 4-(2-((3-(azidomethyl)oxetan-3-yl)methoxy)-3,4-dimethoxyphenyl)-indan-1-one as a solid.

후처리

  1. customthe resultant reaction mixture
  2. customThe reaction mixture was quenched with ice water
  3. extractionextracted with ethyl acetate (3×)
  4. washThe combined ethyl acetate layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d18b2d3526954c5a96d5e87f5dc640d8
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051290B2

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