Water → 5,5'-[Methylenebis(oxy)]bis(4,4-dinitropentan-1-ol)

HRID 255390ノート

反応式

HRID 255390 の反応式
[N+:1]([C:4]([N+:29]([O-:31])=[O:30])([CH2:11][O:12][CH2:13][O:14][CH2:15][C:16]([N+:26]([O-:28])=[O:27])([N+:23]([O-:25])=[O:24])[CH2:17][CH2:18][C:19](OC)=[O:20])[CH2:5][CH2:6][C:7](OC)=[O:8])([O-:3])=[O:2].O>B.C1COCC1>[N+:1]([C:4]([N+:29]([O-:31])=[O:30])([CH2:11][O:12][CH2:13][O:14][CH2:15][C:16]([N+:23]([O-:25])=[O:24])([N+:26]([O-:28])=[O:27])[CH2:17][CH2:18][CH2:19][OH:20])[CH2:5][CH2:6][CH2:7][OH:8])([O-:3])=[O:2]

参加物

4

反応物 2

HCID 962Water2 回HCID 20165452HCID 20165452、化合物

生成物 1

HCID 230483335,5'-[Methylenebis(oxy)]bis(4,4-dinitropentan-1-ol)

試薬・触媒・溶媒 1

HCID 2723981Borane;tetrahydrofuran溶媒

実験手順

Dimethyl 4,4,10,10-tetranitro-6,8-dioxatridecane-1,13-dioate (28.8 g) was dissolved in 139 mL of BH3.THF with ice-cooling and under a nitrogen atmosphere. The solution was stirred at room temperature for 3 days, after which time 27 mL of water was added slowly and the mixture was heated at 60° C. for 5 minutes. After cooling, the mixture was poured into 200 mL of water, and the product was extracted with ether. The ether solution was washed with aqueous sodium bicarbonate solution, then with water, and dried (MgSO4) After removal of the solvent, the crude product was recrystallized from dichloromethane. Yield: 19.9 g (79%); M.P. 72.5°-3.5° C. 1H NMR spectrum (CDCl3 /TMS): δ 4.76 (s, 2H); 4.41 (s, 4H); 2.69 (m, 4H); 1.59 (m. 4H).

後処理

  1. temperaturecooling and under a nitrogen atmosphere
  2. temperaturethe mixture was heated at 60° C. for 5 minutes
  3. temperatureAfter cooling
  4. extractionthe product was extracted with ether
  5. washThe ether solution was washed with aqueous sodium bicarbonate solution
  6. dry with materialwith water, and dried (MgSO4)
  7. customAfter removal of the solvent
  8. customthe crude product was recrystallized from dichloromethane

出典と根拠

ORDレコード
ord-43b4e8df805249e79b05612a754afddb
出典データセット
uspto-grants-1987_10
特許番号
USH0000351

反応ノート

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