Triethylamine → HCID 86604803、化合物

HRID 856156ノート

反応式

HRID 856156 の反応式
[Cl:1][C:2]1[NH:3][CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.[N+:10]([C:13]1[CH:26]=[CH:25][C:16]([C:17]([O:19][CH2:20][C@:21]2([CH3:24])[CH2:23][O:22]2)=[O:18])=[CH:15][CH:14]=1)([O-:12])=[O:11].C(N(CC)CC)C>C(OCC)(=O)C>[Cl:1][C:2]1[N:3]([CH2:24][C@@:21]([OH:22])([CH3:23])[CH2:20][O:19][C:17](=[O:18])[C:16]2[CH:15]=[CH:14][C:13]([N+:10]([O-:12])=[O:11])=[CH:26][CH:25]=2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 147239Oxiranemethanol, 2-methyl-, 4-nitrobenzoate, (2S)-HCID 178526855HCID 178526855、化合物

生成物 1

HCID 86604803HCID 86604803、化合物収率 87.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
62.5 °C

実験手順

2-Chloro-4-nitro-1H-imidazole (3 g, 20.34 mmol) and (S)-2-methyloxiran-2-ylmethyl 4-nitrobenzoate (5.31 g, 22.37 mmol) were dissolved in ethyl acetate (10 ml). Triethylamine (0.57 ml, 4.07 mmol) was added to the solution, and the resulting mixture was stirred at 60-65° C. for 10 hours. The reaction mixture was concentrated under reduced pressure. Ethyl acetate (3 ml) and toluene (30 ml) were added to the residue, and the resulting precipitates were filtered off to afford (S)-2-chloro-4-nitro-1-[2-hydroxy-3-(4-nitrobenzoyloxy)-2-methylpropyl]imidazole (6.82 g, yield 87%) as a yellow powder.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionEthyl acetate (3 ml) and toluene (30 ml) were added to the residue
  3. customthe resulting precipitates
  4. filtrationwere filtered off

出典と根拠

ORDレコード
ord-110b213b7e8f41b0b7b1b6666a146a53
出典データセット
uspto-grants-2007_08
特許番号
US07262212B2

反応ノート

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