Sodium Azide → 4-(Azidomethyl)-1-phenylpiperidin-2-one

HRID 341052ノート

反応式

HRID 341052 の反応式
CS(O[CH2:6][CH:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9](=[O:19])[CH2:8]1)(=O)=O.[N-:20]=[N+:21]=[N-:22].[Na+]>CS(C)=O.C(OCC)(=O)C>[N:20]([CH2:6][CH:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9](=[O:19])[CH2:8]1)=[N+:21]=[N-:22]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 86668677(2-Oxo-1-phenylpiperidin-4-yl)methyl methanesulfonate

生成物 1

HCID 866686784-(Azidomethyl)-1-phenylpiperidin-2-one

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

(2-oxo-1-phenylpiperidin-4yl)methyl methanesulfonate (0.37 g, 1.3 mmol) was dissolved in dimethylsulfoxide (6 mL), treated with sodium azide (0.18 g, 2.8 mmol, 2.1 equiv) and placed into a preheated oil bath at 60° C. for 18 hours. The mixture was cooled to ambient temperature, diluted with ethyl acetate (50 mL) and washed twice with water (50 mL) and brine (50 mL). The organic extract was dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound.

後処理

  1. washwashed twice with water (50 mL) and brine (50 mL)
  2. extractionThe organic extract
  3. dry with materialwas dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4477f00a0cd14346968436b3e85e2df2
出典データセット
uspto-grants-2014_11
特許番号
US08895580B2

反応ノート

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