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

HRID 1616927노트

반응식

HRID 1616927 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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]+

후처리

  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

출처 및 근거

ORD 기록
ord-794329f2a3f24b78bac8a95f2870735f
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765779B2

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