Sodium Chloride → Ethyl 5-tert-butyl-1,2-oxazole-3-carboxylate

HRID 2261290노트

반응식

HRID 2261290 반응식
[C:1]([C:5]#[CH:6])([CH3:4])([CH3:3])[CH3:2].Cl/[C:8](=[N:14]/[OH:15])/[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(N(CC)CC)C.[Cl-].[Na+]>O1CCCC1>[C:1]([C:5]1[O:15][N:14]=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 8471TriethylamineHCID 135123,3-Dimethyl-1-butyneHCID 6399471Ethyl 2-chloro-2-(hydroxyimino)acetate

생성물 1

HCID 16765306Ethyl 5-tert-butyl-1,2-oxazole-3-carboxylate수율 15.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5.61 g of t-butylacetylene and 9.09 g of ethyl (2E)-chloro(hydroxyimino)acetate were dissolved in 70 ml of tetrahydrofuran, and 11.4 ml of triethylamine was then added dropwise at 0° C. over 30 minutes. The mixture was stirred at room temperature overnight. After aqueous saturated sodium chloride was added, the reaction mixture was separated into layers. The aqueous layer was extracted with methyl-t-butyl ether. The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.83 g of ethyl 5-t-butyl-isoxazole-3-carboxylate.

후처리

  1. customthe reaction mixture was separated into layers
  2. extractionThe aqueous layer was extracted with methyl-t-butyl ether
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-931765df27ca44b4bfb8ae90ac832450
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846956B2

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