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

HRID 2171035ノート

反応式

HRID 2171035 の反応式
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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d18b2d3526954c5a96d5e87f5dc640d8
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

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