Dabco → Ethyl 5-cyclohexylisoxazole-3-carboxylate

HRID 58534

반응식

HRID 58534 반응식
[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)#[CH:2].[N+:9]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])([O-])=[O:10].C1N2CCN(CC2)C1>C(O)C>[CH:3]1([C:1]2[O:10][N:9]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:2]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 9237DabcoHCID 69379Ethyl nitroacetateHCID 70263Ethynylcyclohexane

생성물 1

HCID 57426029Ethyl 5-cyclohexylisoxazole-3-carboxylate수율 97.2%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To a mixture of ethynylcyclohexane (0.600 g; 5.44 mmol) and ethyl 2-nitroacetate (1.23 mL; 10.87 mmol) in ethanol (9 mL) in an Ace pressure tube was added 1,4-diazobicyclo[2.2.2]octane (DABCO, 0.070 g; 0.60 mmol). The tube was heated at 80° C. for 96 h. The mixture was evaporated. The flash chromatography on silica gel (eluent: 20 to 80% dichloromethane in heptane) of the residue provided 1.18 g (97%) of ethyl 5-cyclohexylisoxazole-3-carboxylate as an oil.

후처리

  1. customThe mixture was evaporated

출처 및 근거

ORD 기록
ord-7355bace350f4baa92c9d1f48c573ccf
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434722B2

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