Sodium Azide → (2-Azido-1,1-difluoroethyl)benzene

HRID 911570노트

반응식

HRID 911570 반응식
FC(F)(F)S(O[CH2:7][C:8]([F:16])([F:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)=O.[N-:19]=[N+:20]=[N-:21].[Na+]>CN(C=O)C.O>[N:19]([CH2:7][C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([F:16])[F:15])=[N+:20]=[N-:21]

참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 22138897HCID 22138897, 화합물

생성물 1

HCID 57656188(2-Azido-1,1-difluoroethyl)benzene수율 99.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Heat at 60° C. a solution of 2,2-difluoro-2-phenyl-ethyl trifluoromethanesulfonate (759 mg, 2.617 mmol) and sodium azide (357 mg, 5.496 mmol) in anhydrous DMF (10 mL) under nitrogen for 3 h. Cool the reaction mixture to room temperature. Dilute with water and extract the aqueous phase twice with diethyl ether. Wash the combined organic extracts twice with ice-cold water, dry over Na2SO4, filter and concentrate in vacuo to provide the desired intermediate as an oil (475 mg, 99%) that was used without any further purification.

후처리

  1. extractionextract the aqueous phase twice with diethyl ether
  2. washWash the combined organic extracts twice with ice-cold water
  3. dry with materialdry over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-bc8b4ec63abf4b87bb3f9d48b6653295
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

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