Sodium Hydroxide → 7-Iodo-3,4,5',6'-tetrahydro-2H,4'H-spiro[1-benzofuro[2,3-c]pyridine-1,3'-pyran]

HRID 1616927ノート

反応式

HRID 1616927 の反応式
[I:1][C:2]1[CH:13]=[CH:12][C:5]2[C:6]([CH2:9][CH2:10][NH2:11])=[CH:7][O:8][C:4]=2[CH:3]=1.[O:14]1[CH2:19][CH2:18][CH2:17][C:16](=O)[CH2:15]1.[OH-].[Na+]>FC(F)(F)C(O)=O>[I:1][C:2]1[CH:13]=[CH:12][C:5]2[C:6]3[CH2:9][CH2:10][NH:11][C:16]4([CH2:17][CH2:18][CH2:19][O:14][CH2:15]4)[C:7]=3[O:8][C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 901092H-Pyran-3(4H)-one, dihydro-HCID 67324004HCID 67324004、化合物

生成物 1

HCID 673239207-Iodo-3,4,5',6'-tetrahydro-2H,4'H-spiro[1-benzofuro[2,3-c]pyridine-1,3'-pyran]

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of 2-(6-iodo-benzofuran-3-yl)-ethylamine (1.00 g, 3.48 mmol) and dihydro-pyran-3-one (1.05 g, 10.4 mmol) in trifluoroacetic acid (4.00 mL) was heated at 80° C. for 15 h. The reaction mixture was cooled down, 1M aqueous NaOH was added and the mixture was extracted with DCM. The solvent was evaporated and the residue was purified by silica gel chromatography eluting with DCM-MeOH—NH4OH to afford the title product. mp 131-137° C. dec.; MS m/z 370 [M+H]+

後処理

  1. temperatureThe reaction mixture was cooled down
  2. extractionthe mixture was extracted with DCM
  3. customThe solvent was evaporated
  4. customthe residue was purified by silica gel chromatography
  5. washeluting with DCM-MeOH—NH4OH

出典と根拠

ORDレコード
ord-794329f2a3f24b78bac8a95f2870735f
出典データセット
uspto-grants-2014_07
特許番号
US08765779B2

反応ノート

読み込み中…