ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Ammonium Chloride → 1-Azido-1,1-bis(4-fluorophenyl)-2-propaneamine

HRID 1829879
ノート
印刷プレビュー

反応式

HRID 1829879 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:10]([CH3:11])[NH:9]2)=[CH:4][CH:3]=1.[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[NH4+]>CO.O.C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)([NH2:19])[CH:10]([NH2:9])[CH3:11])=[CH:4][CH:3]=1.[N:19]([C:8]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH:10]([NH2:9])[CH3:11])=[N+:20]=[N-:21]
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

8

反応物 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 220548312,2-Bis(4-fluorophenyl)-3-methylaziridine

生成物 2

HCID 218859191,1-Bis(4-fluorophenyl)-1,2-propanediamineHCID 220548071-Azido-1,1-bis(4-fluorophenyl)-2-propaneamine収率 124.9%

試薬・触媒・溶媒 3

HCID 887
Methanol
溶媒
HCID 962Water溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

The above-mentioned aziridine compound (342 mg) was dissolved in mixture of methanol (10 mL) and water (2 mL), and sodium azide (439 mg) and ammonium chloride (155 mg) were added to the solution. The mixture was stirred at 60° C. for 40 hours. After the reaction mixture was cooled by standing, the reaction mixture was diluted with ethyl acetate, and the dilution was washed with saturated sodium hydrogen carbonate aqueous solution, water and saturated sodium chloride aqueous solution in this order, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica gel column chromatography (C-300; hexane:ethyl acetate=2:1→1:1) to give the desired compound, 1-azido-1,1-bis(4-fluorophenyl)-2-propaneamine (251 mg). The above-mentioned azide compound (8 mg) was reduced in the presence of 10% palladium carbon catalyst (5 mg) in methanol under 1 atm hydrogen at room temperature. The catalyst was removed by filtration, and then the filtrate was concentrated in vacuo to give the title compound (7 mg).

後処理

  1. additionwere added to the solution
  2. temperatureAfter the reaction mixture was cooled
  3. washthe dilution was washed with saturated sodium hydrogen carbonate aqueous solution, water and saturated sodium chloride aqueous solution in this order
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was purified by silica gel column chromatography (C-300; hexane:ethyl acetate=2:1→1:1)

出典と根拠

ORDレコード
ord-7fa7f25e5749455cb3dcde88ba290724
出典データセット
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07064142B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート