Sodium Azide → 4-(Azidomethyl)benzonitrile

HRID 482255

反応式

HRID 482255 の反応式
[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]

参加物

6

反応物 2

HCID 33557Sodium AzideHCID 869964-(Bromomethyl)benzonitrile

生成物 1

HCID 110736914-(Azidomethyl)benzonitrile

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

実験手順

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 adviseable 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.

後処理

  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

出典と根拠

ORDレコード
ord-3b035c5056d5497c99024978f4761643
出典データセット
uspto-grants-1998_08
特許番号
US05795896

関連ノート

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