Water → 4-Azidomethyl-3-chlorobenzonitrile

HRID 1250278

反応式

HRID 1250278 の反応式
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[Cl:11].[N-:12]=[N+:13]=[N-:14].[Na+].C(=O)([O-])O.[Na+].O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[N:12]([CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[Cl:11])=[N+:13]=[N-:14]

参加物

7

反応物 4

HCID 962WaterHCID 33557Sodium AzideHCID 516892Sodium BicarbonateHCID 130420934-(Bromomethyl)-3-chlorobenzonitrile

生成物 1

HCID 223499744-Azidomethyl-3-chlorobenzonitrile収率 100%

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 1140Toluene溶媒

実験手順

A mixture 8.0 g (0.035 mol) of 4-bromomethyl-3-chlorobenzonitrile (J. Pharm. Sci., (1986) 75, 410), 2.7 g (0.042 mol) of sodium azide, 1.2 g (3.4 mmol) of tetrabutylammonium hydrogen sulfate, 0.30 g (3.4 mmol) of sodium hydrogen carbonate, 7 mL of water and 20 mL of toluene was stirred vigorously for 3 days. The phases were separated and the aqueous layer was extracted three times with ether. The combined organic phase was washed with water, dried over sodium sulfate and evaporated to give 6.7 g (100%) of the sub-title compound.

後処理

  1. customThe phases were separated
  2. extractionthe aqueous layer was extracted three times with ether
  3. washThe combined organic phase was washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-86f1f9e530264254831e38a7faa488b4
出典データセット
uspto-grants-2002_01
特許番号
US06337394B2

関連ノート

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