Potassium Carbonate → HCID 12214375, compound

HRID 2377244Notes

Reaction equation

HRID 2377244 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.Cl.Cl[CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N:16]1([CH2:15][CH2:14][O:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:11])[CH2:6][CH2:5]3)[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 2331475-Hydroxy-1-indanone

Product 1

HCID 12214375HCID 12214375, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 5-hydroxy-1-indanone (610 mg, 4.1 mmol) in acetonitrile (30 mL) was added 4-(2-chloroethyl)morpholine hydrochloride (3.8 g, 20.5 mmol) and potassium carbonate (680 mg 4.9 mmol) and the mixture was heated to reflux for about 3 days. The solvent was removed under vacuum and the residue was purified by flash column chromatography on silica gel using ethyl acetate as the mobile phase to provide the desired product. MS (ESI): m/z 262 (M+H)+.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for about 3 days
  3. customThe solvent was removed under vacuum
  4. customthe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-9e87341189f54337ad81644a5a0f4dbb
Source dataset
uspto-grants-2008_12
Patent number
US07468371B2

Reaction notes

Loading…