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Sodium Hydroxide → Glyceryl 1,2-Dinitrate

HRID 1437589
ノート
印刷プレビュー

反応式

HRID 1437589 の反応式
C([O:4][CH2:5][CH:6]([O:12][N+:13]([O-:15])=[O:14])[CH2:7][O:8][N+:9]([O-:11])=[O:10])(=O)C.[OH-].[Na+]>C(O)C>[N+:9]([O-:11])([O:8][CH2:7][CH:6]([O:12][N+:13]([O-:15])=[O:14])[CH2:5][OH:4])=[O:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 224462152,3-Bis(nitrooxy)propyl acetate

生成物 1

HCID 79076Glyceryl 1,2-Dinitrate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2.5 g of 2,3-bis(nitrooxy)propyl acetate in 25 mL of ethanol at 0. ° C. was added 469 mg of crushed NaOH powder. The reaction was stirred at 0° C. for 15 min upon which a cloudy suspension had formed. The resulting mixture was then poured onto ice cold 5% HCl and then extracted 3× with ether. The organics were combined and evaporated to remove most of the ethanol. The oil was then redissolved in ether, dried (Na2SO4), filtered and concentrated in vacuo to give a pale yellow oil which was used immediately without further purification. 1H NMR (500 MHz, acetone-d6): δ 5.59-5.52 (m, 1H), 5.05 (dd, 1H), 4.86 (dd, 1H), 4.60-4.50 (bs, OH), 3.95 (dd, 2H).

後処理

  1. customhad formed
  2. additionThe resulting mixture was then poured onto ice cold 5% HCl
  3. extractionextracted 3× with ether
  4. customevaporated
  5. customto remove most of the ethanol
  6. dissolutionThe oil was then redissolved in ether
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customto give a pale yellow oil which
  11. customwas used immediately without further purification

出典と根拠

ORDレコード
ord-bc5a1a43b9e141f6aee726600c0c4b6c
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622501B2

反応ノート

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