Sodium Azide → 4-(Azidomethyl)benzonitrile

HRID 855

반응식

HRID 855 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].[C:5]([C:7]1[CH:14]=[CH:13][C:10]([CH2:11]Br)=[CH:9][CH:8]=1)#[N:6]>O.CN(C=O)C.C1(C)C=CC=CC=1>[C:5]([C:7]1[CH:14]=[CH:13][C:10]([CH2:11][N:1]=[N+:2]=[N-:3])=[CH:9][CH:8]=1)#[N:6]

참가 물질

6

반응물 2

HCID 33557Sodium AzideHCID 869964-(Bromomethyl)benzonitrile

생성물 1

HCID 110736914-(Azidomethyl)benzonitrile

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 20.23 g (0.31 mol) sodium azide in 50 ml water was added to 49.15 g (251 mmol) 4-cyanobenzyl bromide in 200 ml DMF at ambient temperature. An exothermic reaction took place and after 1.5 h the reaction mixture was diluted with 200 ml toluene(caution: In order to avoid separation of potentially explosive azide compounds it is adviceable to add the toluene to the reaction mixture before addition of the water) and 500 ml water. The aqueous phase was extracted with an additional 2×50 ml toluene. The combined organic extracts were washed with 2×50 ml water and brine and finally dried (MgSO4) and filtered. The solution was used as such in the next step.

후처리

  1. customAn exothermic reaction
  2. customseparation of potentially explosive azide compounds it
  3. additionto add the toluene to the reaction mixture
  4. additionbefore addition of the water) and 500 ml water
  5. extractionThe aqueous phase was extracted with an additional 2×50 ml toluene
  6. washThe combined organic extracts were washed with 2×50 ml water and brine
  7. dry with materialfinally dried (MgSO4)
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-a4b47970bbbd496493b0100b353ff70e
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723444

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