Sodium Azide → 4-(2-Naphthoyl)-3,5-dichlorobenzyl azide

HRID 1650191ノート

反応式

HRID 1650191 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([C:13]1[C:20]([Cl:21])=[CH:19][C:16]([CH2:17]Br)=[CH:15][C:14]=1[Cl:22])=[O:12].[N-:23]=[N+:24]=[N-:25].[Na+]>C(O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([C:13]1[C:20]([Cl:21])=[CH:19][C:16]([CH2:17][N:23]=[N+:24]=[N-:25])=[CH:15][C:14]=1[Cl:22])=[O:12]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 147000274-(2-Naphthoyl)-3,5-dichlorobenzyl bromide

生成物 1

HCID 147000284-(2-Naphthoyl)-3,5-dichlorobenzyl azide収率 103.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 4-(2-naphthoyl)-3,5-dichlorobenzyl bromide (0.633 g, 1.61 mmol) and sodium azide (0.245 g, 3.77 mmol) in 10 ml of ethanol was heated at reflux for 3 hours. The reaction mixture was filtered and the precipitate rinsed with ethanol. The filtrate was concentrated and the residue redissolved in ether. The resulting precipitate was collected and washed thoroughly with ether. Concentration afforded 0.594 g of an oil which slowly crystallized. The crude azide was used in the next step without any further purification.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. filtrationThe reaction mixture was filtered
  4. washthe precipitate rinsed with ethanol
  5. concentrationThe filtrate was concentrated
  6. dissolutionthe residue redissolved in ether
  7. customThe resulting precipitate was collected
  8. washwashed thoroughly with ether
  9. concentrationConcentration

出典と根拠

ORDレコード
ord-65223d951e464d58a32c339488d46a80
出典データセット
uspto-grants-1990_05
特許番号
US04923885

反応ノート

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