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Triethylamine → 5-Tert-butyl-3-(chloromethyl)-1,2,4-oxadiazole

HRID 2261310
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HRID 2261310 반응식
[Cl:1][CH2:2][C:3]([NH:5][OH:6])=[NH:4].[CH3:7][C:8]([CH3:13])([CH3:12])[C:9](Cl)=O.C(N(CC)CC)C>CN(C)C=O>[Cl:1][CH2:2][C:3]1[N:4]=[C:7]([C:8]([CH3:13])([CH3:12])[CH3:9])[O:6][N:5]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 178511097HCID 178511097, 화합물

생성물 1

HCID 27967385-Tert-butyl-3-(chloromethyl)-1,2,4-oxadiazole수율 87%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
130 °C

실험 절차

5.0 g of 2-chloro-N-hydroxyacetoamidine and 6.11 g of trimethylacetyl chloride were dissolved in 100 ml of N,N-dimethylformamide, and 5.6 g of triethylamine was then added dropwise under ice-cooling. After completion of the addition, the reaction mixture was stirred at 130° C. for 6 hours and then cooled to room temperature. After aqueous saturated sodium chloride, the reaction mixture was extracted with methyl-t-butyl ether. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 7.0 g of 3-(chloromethyl)-5-t-butyl-1,2,4-oxadiazole.

후처리

  1. temperaturecooling
  2. additionAfter completion of the addition
  3. temperaturecooled to room temperature
  4. extractionAfter aqueous saturated sodium chloride, the reaction mixture was extracted with methyl-t-butyl ether
  5. washThe organic layer was washed with aqueous saturated sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-96b11840e98b478a92b05a067b3babf8
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846956B2

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