Triethylamine → Ethyl 5-(morpholinomethyl)isoxazole-3-carboxylate

HRID 872782노트

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HRID 872782 반응식
[CH3:1][CH2:2][O:3][C:4](/[C:6](/Cl)=[N:7]\[OH:8])=[O:5].[CH2:10]([N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[C:11]#[CH:12].C(N(CC)CC)C>C1(C)C=CC=CC=1.O>[O:16]1[CH2:17][CH2:18][N:13]([CH2:10][C:11]2[O:8][N:7]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH:12]=2)[CH2:14][CH2:15]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 4129414-(2-Propyn-1-yl)morpholineHCID 6399471Ethyl 2-chloro-2-(hydroxyimino)acetate

생성물 1

HCID 23006302Ethyl 5-(morpholinomethyl)isoxazole-3-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

실험 절차

To the solution of ethyl chlorooximidoacetate (0.588 g, 3.88 mmol) and 4-(prop-2-ynyl)morpholine (0.971 g, 7.76 mmol) in toluene (5 mL) was added solution of triethylamine (0.54 mL, 3.88 mmol) in toluene (5 mL) dropwise. The resultant mixture was stirred at RT for 5 h. After the completion of the reaction as evidenced by LC-MS, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic solvent was then dried over anhydrous sodium sulfate and evaporated. The crude product was purified by Combiflash (Heptane:EtOAc eluent). Yield 0.2 g. 1H NMR (400 MHz; MeOD): δ 1.38 (t, 3H), 2.53 (m, 4H), 3.69 (m, 4H), 3.78 (d, 2H), 4.41 (q, 2H), 6.73 (m, 1H).

후처리

  1. customAfter the completion of the reaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic solvent was then dried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe crude product was purified by Combiflash (Heptane:EtOAc eluent)

출처 및 근거

ORD 기록
ord-7308ad297900412db1a4865e1737e70c
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975254B2

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