HCID 21939815, compound → HCID 21939959, compound

HRID 1242891Notes

Reaction equation

HRID 1242891 reaction equation
Cl.C[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH:9]([CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:8][CH2:7]2>Br>[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH:9]([CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:8][CH2:7]2

Participants

3

Reactant 1

HCID 21939815HCID 21939815, compound

Product 1

HCID 21939959HCID 21939959, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

6-Methoxy-2-(2-piperidinoethyl)tetralin hydrochloride (9.3 g) was added to 48% hydrobromic acid (50 ml), which was refluxed with heating for 4 hours. After the reaction mixture was concentrated under reduced pressure, saturated sodium bicarbonate solution was added to the residue to make the water layer alkaline, and the water layer was extracted using a mixed solution of THF and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting crystal was washed with IPE to give the titled compound (5.8 g).

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 4 hours
  3. concentrationAfter the reaction mixture was concentrated under reduced pressure, saturated sodium bicarbonate solution
  4. additionwas added to the residue
  5. extractionthe water layer was extracted
  6. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
  7. customdried
  8. concentrationconcentrated
  9. washThe resulting crystal was washed with IPE

Sources & evidence

ORD record
ord-41c7f8029ad14c35a1c02c332b172688
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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