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

HRID 259113Notes

Reaction equation

HRID 259113 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-0ebb2c2001954d3aa70b75b811cc6aba
Source dataset
uspto-grants-1977_07
Patent number
US04036842

Reaction notes

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