5-Methoxy-3-Chromanone → Chromanone

HRID 1109794Notes

Reaction equation

HRID 1109794 reaction equation
CO[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][C:6](=O)[CH2:7][O:8]2.Cl.NCCCCN1C(=[O:30])CC2(CCCC2)CC1=O>C(O)C>[CH:12]1[CH:11]=[CH:10][C:9]2[O:8][CH2:7][CH2:6][C:5](=[O:30])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 117690965-Methoxy-3-ChromanoneHCID 19019753N-(4-aminobutyl)-8-azaspiro[4.5]decane 7,9-dione hydrochloride

Product 1

HCID 68110Chromanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

0.04 mole of 5-methoxychroman-3-one is dissolved in 10 ml of ethanol. At the same time, 1 g of N-(4-aminobutyl)-8-azaspiro[4.5]decane 7,9-dione hydrochloride is dissolved in 10 ml of ethanol, and the solution of chromanone obtained above is added to this solution. 0.16 g of sodium hydroxide in solution in 10 ml of ethanol is then added thereto. The mixture is stirred for one hour at ambient temperature, filtered and placed in a hydrogenating apparatus. 0.5 g of palladized carbon is added, the apparatus is purged with nitrogen and then with hydrogen, and the mixture is hydrogenated at ambient temperature and pressure. The mixture is filtered and the filtrate is evaporated to dryness. The residue is taken up in ethyl acetate and gaseous hydrochloric acid is added thereto. The mixture is allowed to precipitate and is drained.

Sources & evidence

ORD record
ord-19d62cb517384490ae1a85b772704eca
Source dataset
uspto-grants-1994_06
Patent number
US05322944

Reaction notes

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