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

HRID 341052노트

반응식

HRID 341052 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-4477f00a0cd14346968436b3e85e2df2
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895580B2

반응 노트

불러오는 중…