Tetrahydrofuran → HCID 86632863、化合物

HRID 1628397ノート

反応式

HRID 1628397 の反応式
Cl.[CH2:2]([O:4][C:5](=[O:9])[CH2:6][CH2:7][NH2:8])[CH3:3].Cl[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:12]=1[N+:20]([O-:22])=[O:21].C(N(CC)CC)C.O1CCCC1>C(OCC)(=O)C>[N+:17]([C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:20]([O-:22])=[O:21])[C:11]=1[NH:8][CH2:7][CH2:6][C:5]([O:4][CH2:2][CH3:3])=[O:9])([O-:19])=[O:18]

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471Triethylamine2 回HCID 118141-Chloro-2,6-dinitrobenzeneHCID 458475beta-Alanine, ethyl ester, hydrochloride2 回

生成物 1

HCID 86632863HCID 86632863、化合物収率 99.6%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of beta-alanine ethyl ester hydrochloride (911 mg, 5.39 mmol), 2-chloro-1,3-dinitrobenzene (1.00 g, 4.94 mmol), triethylamine (2.07 mL, 14.9 mmol) and tetrahydrofuran (50 mL) was stirred at room temperature for 2 hr. To the reaction mixture were added beta-alanine ethyl ester hydrochloride (455 mg, 2.96 mmol) and triethylamine (1.03 mL, 7.39 mmol) at room temperature and the resultant mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 0-20% ethyl acetate/n-hexane gradient mixture to give the title compound as an oil (1.39 g, 4.92 mmol, 99.6%).

後処理

  1. washwashed with water and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash column chromatography on silica gel eluting with a 0-20% ethyl acetate/n-hexane gradient mixture

出典と根拠

ORDレコード
ord-623b65e31a1a4f17bc4abd0f6bb2c025
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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