Water → 4-Azidomethyl-3-chlorobenzonitrile

HRID 1250278

반응식

HRID 1250278 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

HCID 223499744-Azidomethyl-3-chlorobenzonitrile수율 100%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-86f1f9e530264254831e38a7faa488b4
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06337394B2

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