HCID 12364533, compound → HCID 12364536, compound

HRID 522871Notes

Reaction equation

HRID 522871 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([CH2:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2[O:23][C:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:15][C:10]=2[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 12364533HCID 12364533, compound

Product 1

HCID 12364536HCID 12364536, compoundYield 66.66%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-benzyl-3-(2-oxo-2-phenylethyl)piperidin-4-one (4.0 g, 0.0129 mol) in conc. HCl (50 mL) was heated at reflux for 3 h. After consumption of the starting material as determined by TLC, the reaction mixture was cooled down to RT and made alkaline by the addition of NH4OH, then extracted with diethyl ether. The organics were dried over Na2SO4 and concentrated to afford 5-benzyl-2-phenyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridine (2.0 g, 66.66%) as a white solid.

Workup

  1. temperatureat reflux for 3 h
  2. customAfter consumption of the starting material
  3. additionby the addition of NH4OH
  4. extractionextracted with diethyl ether
  5. dry with materialThe organics were dried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-fa44da748c9a40c9b8ec38c2965453e6
Source dataset
uspto-grants-2016_05
Patent number
US09334269B2

Reaction notes

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