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

HRID 1650191노트

반응식

HRID 1650191 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-65223d951e464d58a32c339488d46a80
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04923885

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