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

Sodium Thiosulfate → 5-iodo-1-(4-methoxybenzyl)-3,4-dihydropyridin-2(1H)-one

HRID 596130
ノート
印刷プレビュー

反応式

HRID 596130 の反応式
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[CH:13]=[CH:12][CH2:11][CH2:10][C:9]2=[O:14])=[CH:5][CH:4]=1.[I:17]Cl.[O-]S([O-])(=S)=O.[Na+].[Na+]>CO>[I:17][C:12]1[CH2:11][CH2:10][C:9](=[O:14])[N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:16][CH:15]=2)[CH:13]=1
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

5

反応物 3

HCID 24477Sodium ThiosulfateHCID 24640Iodine chlorideHCID 1180460641-(4-methoxybenzyl)-3,4-dihydropyridin-2(1H)-one

生成物 1

HCID 1180459305-iodo-1-(4-methoxybenzyl)-3,4-dihydropyridin-2(1H)-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
-78 °C

実験手順

1-(4-methoxybenzyl)-3,4-dihydropyridin-2(1H)-one (2 g, 9.21 mmol) was dissolved in MeOH (90 mL) and cooled to −78° C. ICl (13.81 ml, 13.81 mmol) was added slowly and the mixture agitated for 1 h and then Sat′d Na2S2O3 was added and the mixture was agitated until room temperature was observed. The solvent was evaporated in vacuo. The residue was dissolved in DCM and washed with Sat′d Na2S2O3 and then with water and dried (MgSO4), filtered and concentrated in vacuo. The residue was dissolved in toluene (40 mL) and treated with Trifluoroacetic acid (100 uL) and heated immediately to 145° C. for 15 min and then cooled to 0° C. and ET3N (5 mL) was added. The mixture was agitated for 1 h and concentrated in vacuo and then the residue purified by flash chromatography (0-20% EtOAc/heptane) to afford the desired product as a gummy syrup. LCMS (m/z): (MH+), 344.1, 0.88 min.

後処理

  1. stirringthe mixture was agitated until room temperature
  2. customThe solvent was evaporated in vacuo
  3. dissolutionThe residue was dissolved in DCM
  4. washwashed with Sat′d Na2S2O3
  5. dry with materialwith water and dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. dissolutionThe residue was dissolved in toluene (40 mL)
  9. additiontreated with Trifluoroacetic acid (100 uL)
  10. temperatureheated immediately to 145° C. for 15 min
  11. temperaturecooled to 0° C.
  12. additionET3N (5 mL) was added
  13. stirringThe mixture was agitated for 1 h
  14. concentrationconcentrated in vacuo
  15. customthe residue purified by flash chromatography (0-20% EtOAc/heptane)

出典と根拠

ORDレコード
ord-d196c10a66fa438eaab1fbd32ffa21a1
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09242996B2

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