Mescaline → 2-Formyl-3,4,5-trimethoxy-phenylethylamine

HRID 1155502Notes

Reaction equation

HRID 1155502 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][CH2:14][NH2:15])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[C:16](OC(=O)C)(=[O:18])C>C(O)=O>[CH:16]([CH:13]([C:5]1[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH2:14][NH2:15])=[O:18]

Participants

4

Reactant 2

HCID 4076MescalineHCID 7918Acetic Anhydride

Product 1

HCID 867381162-Formyl-3,4,5-trimethoxy-phenylethylamine

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

1.422 kg of 3,4,5-trimethoxy-phenylethylamine is slowly added to a mixture of 2.185 kg of 98% formic acid and 1.728 kg of acetic anhydride, while maintaining the temperature at about 50°. The reaction bath is maintained at this temperature for about 3 hours and the formic acid and acetic acid mixture and the excess anhydride is distilled. The formylated derivative thus obtained (1.734 kg) is used unpurified.

Workup

  1. temperaturewhile maintaining the temperature at about 50°
  2. temperatureThe reaction bath is maintained at this temperature for about 3 hours
  3. distillationthe formic acid and acetic acid mixture and the excess anhydride is distilled
  4. customThe formylated derivative thus obtained (1.734 kg)

Sources & evidence

ORD record
ord-19c0d8cc26114b74b636f14f770ebde7
Source dataset
uspto-grants-1981_11
Patent number
US04302458

Reaction notes

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