Tetrahydrofuran → 3-(4-Nitro-pyridin-2-ylmethylene)-3H-isobenzofuran-1-one

HRID 600265노트

반응식

HRID 600265 반응식
COP([C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](=[O:17])NN=1)(=O)OC.[N+:18]([C:21]1[CH:26]=[CH:25][N:24]=[C:23]([CH:27]=O)[CH:22]=1)([O-:20])=[O:19].C(N(CC)CC)C.C1C[O:39]CC1>O>[N+:18]([C:21]1[CH:26]=[CH:25][N:24]=[C:23]([CH:27]=[C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:7](=[O:39])[O:17]2)[CH:22]=1)([O-:20])=[O:19]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 145789294-NitropicolinaldehydeHCID 86628633(4-Oxo-3,4-dihydro-phthalazin-1-yl)-phosphonic acid dimethyl ester

생성물 1

HCID 689120253-(4-Nitro-pyridin-2-ylmethylene)-3H-isobenzofuran-1-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cooled solution of (4-oxo-3,4-dihydro-phthalazin-1-yl)-phosphonic acid dimethyl ester (0.202 g, 0.837 mmol) in THF (4 mL) at 10° C. was added 4-nitro-pyridine-2-carbaldehyde (0.837 mmol) under a nitrogen atmosphere. Triethylamine (0.174 mL, 1.25 mmol) was added dropwise over 10 minutes and then allowed to stir at room temperature for 18 hours. The yellow suspension was poured in water (9 mL), and the then filtered, the solid was washed with water (2×2 mL), hexane (2×2 mL) and then diethyl ether (2×2 mL) and then dried in vacuo to afford a 0.73 g of the desired products. Two peaks in LC-MS analysis, (0.13 g, 18% two steps) and required no further purification, m/z (LC-MS, ESP), RT=4.26 mins (M+H) 269, & RT=4.52 mins (M+H) 269.

후처리

  1. filtrationthe then filtered
  2. washthe solid was washed with water (2×2 mL), hexane (2×2 mL)
  3. dry with materialdiethyl ether (2×2 mL) and then dried in vacuo

출처 및 근거

ORD 기록
ord-af046cb2823e4619bf45a8f2c7832825
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902193B2

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