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

5-Bromo-2-nitrobenzotrifluoride → HCID 22313797、化合物

HRID 965954
ノート
印刷プレビュー

反応式

HRID 965954 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.C([Sn](CCCC)(CCCC)[C:20]([O:22]CC)=[CH2:21])CCC.[Li+].[Cl-]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([C:20](=[O:22])[CH3:21])=[CH:3][C:4]=1[C:11]([F:14])([F:13])[F:12])([O-:10])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 1361715-Bromo-2-nitrobenzotrifluorideHCID 433294Lithium ChlorideHCID 619414Stannane, tributyl(1-ethoxyethenyl)-

生成物 1

HCID 22313797HCID 22313797、化合物収率 94%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒
HCID 31275
1,4-Dioxane
溶媒

実験手順

A mixture of 4-bromo-1-nitro-2-(trifluoromethyl)benzene (1.87 g, 6.93 mmol), tributyl(1-ethoxyvinyl)tin (3.00 g, 8.31 mmol), Pd(PPh3)4 (801 mg, 0.693 mmol), and LiCl (734 mg, 17.3 mmol) in 1,4-dioxane (50 ml) was heated to reflux for 7 hours. The mixture was filtered through a pad of Celite with ethyl acetate. The filtrate was washed with water (100 ml) and brine (100 ml), dried over MgSO4, and evaporated in vacuo. To the obtained residue were added 2N HCl (20 ml) and THF (60 ml). The mixture was stirred at room temperature for 1.5 hours. Saturated aqueous NaHCO3 (60 ml) was added and the aqueous layer was extracted with ethyl acetate (100 ml×2). The combined organic layer was dried over MgSO4, and evaporated in vacuo. The resulting residue was chromatographed over slica gel with hexane/ethyl acetate (3:1) to give 1.51 g (94%) of the title compound as a white solid.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 7 hours
  3. filtrationThe mixture was filtered through a pad of Celite with ethyl acetate
  4. washThe filtrate was washed with water (100 ml) and brine (100 ml)
  5. dry with materialdried over MgSO4
  6. customevaporated in vacuo
  7. additionTo the obtained residue were added 2N HCl (20 ml) and THF (60 ml)
  8. additionSaturated aqueous NaHCO3 (60 ml) was added
  9. extractionthe aqueous layer was extracted with ethyl acetate (100 ml×2)
  10. dry with materialThe combined organic layer was dried over MgSO4
  11. customevaporated in vacuo
  12. customThe resulting residue was chromatographed over slica gel with hexane/ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-f156782277ac48119956242e6b5a8b91
出典データセット
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06951876B2

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