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Sodium Azide → Ethyl 4-azidomethylsalicylate

HRID 363144
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반응식

HRID 363144 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([OH:14])[C:6](=[CH:12][CH:13]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8].[N-:15]=[N+:16]=[N-:17].[Na+]>CN(C)C=O.ClCCl>[N:15]([CH2:2][C:3]1[CH:4]=[C:5]([OH:14])[C:6](=[CH:12][CH:13]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N+:16]=[N-:17]
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참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 12794724Ethyl 4-bromomethylsalicylate

생성물 1

HCID 22556088Ethyl 4-azidomethylsalicylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

Ethyl 4-bromomethylsalicylate (4.8 g, 18.6 mmoles) was dissolved in dry N,N-di-methylformamide (50 mL) and sodium azide (1.2 g, 18.9 mmoles) was added. The suspension was stirred at room temperature for 2 hours. The reaction mixture was then diluted with dichloromethane (150 mL) and extracted with 1N aqueous hydrochloric acid (100 mL), water (100 mL), and saturated aqueous sodium chloride (50 mL). Finally, the solution was then dried over anhydrous magnesium sulfate, filtered, and evaporated to dryness to give ethyl 4-azidomethylsalicylate as an oil.

후처리

  1. extractionextracted with 1N aqueous hydrochloric acid (100 mL), water (100 mL), and saturated aqueous sodium chloride (50 mL)
  2. dry with materialFinally, the solution was then dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-c1c91d0f74d647d696699c45e5aa047b
출처 데이터셋
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05872224

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