Hydrochloric Acid → HCID 118714896, compound

HRID 2072465Notes

Reaction equation

HRID 2072465 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[CH2:7][CH2:6]2.[CH2:15]=O.[ClH:17].[CH3:18][NH:19][CH3:20].Cl>C(O)C.CC(C)=O>[ClH:17].[CH3:18][N:19]([CH2:15][CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=2)[C:8]1=[O:14])[CH3:20]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 750185,6-Dimethoxy-1-indanone

Product 1

HCID 118714896HCID 118714896, compoundYield 53.8%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

5,6-Dimethoxy-1-indanone (5.0 g), paraformaldehyde (1.6 g) and dimethylamine hydrochloride (2.7 g) are suspended in 15 ml of absolute ethanol, treated with 0.43 ml of concentrated hydrochloric acid and the mixture refluxed for 7 hours. The resulting suspension is cooled, diluted with 100 ml of acetone, stirred for 10 to 15 minutes and the precipitate filtered off to yield 4.0 g of the title compound, melting point 178°-180° C.

Workup

  1. temperaturethe mixture refluxed for 7 hours
  2. temperatureThe resulting suspension is cooled
  3. filtrationthe precipitate filtered off

Sources & evidence

ORD record
ord-ea64edb248f84a78874f3a9121039532
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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