Sodium Azide → 2-Azido-4-nitrobenzyl alcohol

HRID 650512

反応式

HRID 650512 の反応式
[NH2:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[CH2:4][OH:5].N([O-])=O.[Na+].C([O-])(=O)C.[Na+].[N-:22]=[N+:23]=[N-].[Na+]>Cl.O.O>[N:1]([C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[CH2:4][OH:5])=[N+:22]=[N-:23]

参加物

7

反応物 4

HCID 33557Sodium AzideHCID 541982-Amino-4-nitrobenzyl alcoholHCID 517045Sodium AcetateHCID 23668193Sodium Nitrite

生成物 1

HCID 867572472-Azido-4-nitrobenzyl alcohol収率 78%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 21885828Hydrate;hydrochloride溶媒

実験手順

To a suspension of 2-amino-4-nitrobenzyl alcohol [(0.5 g) Bio. Org. Med. Chem (1995) 3, 2, 129] in concentrated hydrochloric acid/H2O (15 ml of 1:1 v:v) at −50 to 0° was added a solution of sodium nitrite (0.24 g) in water (2.5 ml) dropwise so the temperature did not rise above 0°. The mixture was stirred for 10 min, and added dropwise to a cooled (0°) solution of sodium acetate (3.0 g) and sodium azide (0.2 g) in water (10 ml). The resulting solid was filtered, washed with water and dried on the sinter to give the title compound as a pale brown powder (0.45 g, 78%). δH (d6 DMSO): 4.51 (2H, s), 5.52 (1H, br), 7.72 (1H, d, J 8.4 Hz), 7.99 (1H, d, J 2.2 Hz) and 8.04 (1H, dd, J 2.2, 8.4 Hz) .

後処理

  1. customdid not rise above 0°
  2. additionadded dropwise to
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried on the sinter

出典と根拠

ORDレコード
ord-880195bf9f2d4183924f5a97064d83a8
出典データセット
uspto-grants-2001_08
特許番号
US06274577B1

関連ノート

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