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

P,P-Diphenylphosphinic azide → 3-[5-(1-Azido-ethyl)-4-methyl-thiophen-2-yl]-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

HRID 2045952
ノート
印刷プレビュー

反応式

HRID 2045952 の反応式
C1(P([N:15]=[N+:16]=[N-:17])(C2C=CC=CC=2)=O)C=CC=CC=1.N12CCCC=C1CCCCN2.[Cl:29][C:30]1[CH:31]=[C:32]([C:37]2([C:51]([F:54])([F:53])[F:52])[O:41][N:40]=[C:39]([C:42]3[S:46][C:45]([CH:47](O)[CH3:48])=[C:44]([CH3:50])[CH:43]=3)[CH2:38]2)[CH:33]=[C:34]([Cl:36])[CH:35]=1>C1(C)C=CC=CC=1>[N:15]([CH:47]([C:45]1[S:46][C:42]([C:39]2[CH2:38][C:37]([C:32]3[CH:31]=[C:30]([Cl:29])[CH:35]=[C:34]([Cl:36])[CH:33]=3)([C:51]([F:54])([F:53])[F:52])[O:41][N:40]=2)=[CH:43][C:44]=1[CH3:50])[CH3:48])=[N+:16]=[N-:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 199401P,P-Diphenylphosphinic azideHCID 9834010Diazabicyclo[5.4.0]undec-7-eneHCID 665872011-{5-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-3-methyl-thiophen-2-yl}-ethanol

生成物 1

HCID 866812913-[5-(1-Azido-ethyl)-4-methyl-thiophen-2-yl]-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒

実験手順

Diphenylphosphoryl azide (0.53 ml) and diazabicyclo-[5.4.0]-undec-7-ene (DBU, 0.40 ml) is added to a solution of 1-{5-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-3-methyl-thiophen-2-yl}-ethanol (0.87 g) in toluene (9 ml). After 19 hours at room temperature, the reaction is quenched with a saturated aqueous solution of NH4Cl in water. The reaction mixture is extracted three times with ethyl acetate. The organic phases are combined, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 3-[5-(1-azido-ethyl)-4-methyl-thiophen-2-yl]-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole (0.64 g) as a yellow oil. MS (HPLC/MS): 449 (MH+). Retention time: 2.45 min.

後処理

  1. customthe reaction is quenched with a saturated aqueous solution of NH4Cl in water
  2. extractionThe reaction mixture is extracted three times with ethyl acetate
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product is purified on a semi-preparative HPLC

出典と根拠

ORDレコード
ord-110771fc591b4c11be586642b342b5ab
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08592418B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート