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

Lithium Chloride → 4-(1-ethoxyvinyl)-7-methyl-2H-chromen-2-one

HRID 2422514
ノート
印刷プレビュー

反応式

HRID 2422514 の反応式
FC(F)(F)S(O[C:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[O:10][C:9](=[O:18])[CH:8]=1)(=O)=O.C([Sn](CCCC)(CCCC)[C:26]([O:28][CH2:29][CH3:30])=[CH2:27])CCC.[Cl-].[Li+]>O1CCOCC1.C(OCC)(=O)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH2:29]([O:28][C:26]([C:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[O:10][C:9](=[O:18])[CH:8]=1)=[CH2:27])[CH3:30]
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

7

反応物 3

HCID 433294Lithium ChlorideHCID 619414Stannane, tributyl(1-ethoxyethenyl)-HCID 233702387-Methyl-2-oxo-2H-chromen-4-YL trifluoromethanesulfonate

生成物 1

HCID 597748944-(1-ethoxyvinyl)-7-methyl-2H-chromen-2-one

試薬・触媒・溶媒 3

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒
HCID 8857
Ethyl Acetate
溶媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

To a solution of 7-methyl-2-oxo-2H-chromen-4-yl trifluoromethanesulfonate (prepared as described in U.S. Pat. No. 5,552,437) (2.5 g, 8.1 mmol) and tributyl(1-ethoxyvinyl)tin (2.88 mL, 8.5 mmol) in 1,4-dioxane (25 mL), lithium chloride (1.03 g, 24.3 mmol) was added. The reaction flask was then purged twice with nitrogen and tetrakis(triphenylphosphine) palladium(0) (468 mg, 0.405 mmol) was added. The reaction was then heated overnight at 100° C. After cooling, the reaction mixture was concentrated under reduced pressure and the crude residue obtained was diluted with ethyl acetate, washed with a saturated ammonium chloride aq. solution, water and brine, dried over MgSO4, filtered and concentrated. The crude residue obtained was purified by column chromatography (EtOAc/hexanes, 25:75 to 40:60) to afford the title compound. 1H NMR (400 MHz, acetone-d6): 7.76 (d, 1H), 7.22 (s, 1H), 7.19 (d, 1H), 6.35 (s, 1H), 4.64 (d, 1H), 4.61 (d, 1H), 4.04 (q, 2H), 2.47 (s, 3H), 1.40 (t, 3H).

後処理

  1. additionwas added
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customthe crude residue obtained
  5. washwashed with a saturated ammonium chloride aq. solution, water and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude residue obtained
  10. customwas purified by column chromatography (EtOAc/hexanes, 25:75 to 40:60)

出典と根拠

ORDレコード
ord-0c4c0dd4ea254113af1aa5f090f3cf78
出典データセット
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07960409B2

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