Acetic Acid → HCID 14404122、化合物

HRID 465506ノート

反応式

HRID 465506 の反応式
C(OO)(=[O:3])C.C(O)(=O)C.[CH:10]1[C:23]2[CH:22]=[C:21]([S:24][CH2:25][N+:26]([O-:28])=[O:27])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH:13]=[CH:12][CH:11]=1.[OH2:29]>C(Cl)(Cl)Cl>[CH:10]1[C:23]2[CH:22]=[C:21]([S:24]([CH2:25][N+:26]([O-:28])=[O:27])(=[O:3])=[O:29])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 6585Peracetic AcidHCID 14404129HCID 14404129、化合物

生成物 1

HCID 14404122HCID 14404122、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of peracetic acid in acetic acid (32 wt%, 4 ml, 19 mmol) was added dropwise to an efficiently stirred solution of (9-phenanthrylthio)nitromethane (A) (1 g, 3.7 mmol) in chloroform (50 ml). The mixture was stirred for 20 hours and then diluted with water (20 ml). The organic phase was separated and washed with an aqueous solution of sodium metabisulphite, then with brine, and dried (N2SO4). The solvent was removed by evaporation to give a yellow solid. This was purified by flash chromatography on silica (Merck Kieselgel Art. 7736) eluting with toluene to give (9-phenanthrylsulphonyl)nitromethane, as a white crystalline solid (180 mg, 16% yield) m.p. 165°-166° C., (after recrystallisation from toluene); microanalysis, found: C, 59.7; H, 3.7; N, 4.6%; C15H11NO4S requires: C, 59.8; H, 3.7; N, 4.7%

後処理

  1. customThe organic phase was separated
  2. washwashed with an aqueous solution of sodium metabisulphite
  3. dry with materialwith brine, and dried (N2SO4)
  4. customThe solvent was removed by evaporation
  5. customto give a yellow solid
  6. customThis was purified by flash chromatography on silica (Merck Kieselgel Art. 7736)
  7. washeluting with toluene

出典と根拠

ORDレコード
ord-1fa46703b2dc4189b4116656b6db1258
出典データセット
uspto-grants-1992_10
特許番号
US05153227

反応ノート

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