Hydrochloric Acid → 6,7-Dimethoxy-N-methyl-1-isochromanmethylamine

HRID 2397274Notes

Reaction equation

HRID 2397274 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[CH:10]([CH2:16][NH2:17])[O:9][CH2:8][CH2:7]2.[CH2:18]=O.Cl>>[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[CH:10]([CH2:16][NH:17][CH3:18])[O:9][CH2:8][CH2:7]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 712Formaldehyde2×HCID 122258856,7-Dimethoxy-1-isochromanmethylamine hydrochloride

Product 1

HCID 125300406,7-Dimethoxy-N-methyl-1-isochromanmethylamine

Procedure

A mixture of 6,7-dimethoxy-1-isochromanmethylamine hydrochloride (6.0 g), described in Example 1, and 37% formaldehyde solution (12 ml) is heated on the steam bath under a reflux condenser for 20 min. A further 6 ml formaldehyde solution is added and heating is continued for 20 min. The solution is evaporated to dryness and the residue is crystallized from isopropanol to give the hydrochloric acid addition salt of the title compound, m.p. 254°-256° C. (dec.).

Workup

  1. temperatureis heated on the steam bath under a reflux condenser for 20 min
  2. temperatureheating
  3. customThe solution is evaporated to dryness
  4. customthe residue is crystallized from isopropanol
  5. customto give

Sources & evidence

ORD record
ord-a55fcfdc2c824c8c8a4d65e91f9716a4
Source dataset
uspto-grants-1977_05
Patent number
US04021451

Reaction notes

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