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Sodium Azide → Methyl 4-(azidomethyl)-2-chlorobenzoate

HRID 2355272
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인쇄 미리보기

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HRID 2355272 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].[CH3:5][O:6][C:7](=[O:17])[C:8]1[CH:13]=[CH:12][C:11]([CH2:14]Br)=[CH:10][C:9]=1[Cl:16]>CN(C)C=O>[CH3:5][O:6][C:7](=[O:17])[C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:1]=[N+:2]=[N-:3])=[CH:10][C:9]=1[Cl:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 22072833Methyl 4-(bromomethyl)-2-chlorobenzoate

생성물 1

HCID 57461226Methyl 4-(azidomethyl)-2-chlorobenzoate수율 89.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

Add sodium azide (2.44 g, 37.49 mmol) to crude 4-bromomethyl-2-chloro-benzoic acid methyl ester (7.6 g, 28.84 mmol) in anhydrous dimethylformamide (100 mL) at room temperature under argon gas. Stir the reaction mixture at 50° C. overnight. Quench the reaction mixture with water and extract with ether (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate to provide the crude product (5.8 g, 25.7 mmol).

후처리

  1. customQuench the reaction mixture with water
  2. extractionextract with ether (3×)
  3. washCombine the organic layers, wash with brine
  4. dry with materialdry over sodium sulfate
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-30dd83ab2ae8426a8bc1992b23881f86
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07754742B2

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