Methanol → 1-Isopropylamine 3,4-methylenedioxybenzene

HRID 1973430Notes

Reaction equation

HRID 1973430 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]2[O:8][CH2:9][O:10][C:4]=2[CH:3]=1.CO.C(I)(C)C>C(N(CC)CC)C>[CH:2]([NH2:1])([CH3:7])[CH3:3].[CH2:9]1[O:10][C:4]2[CH:3]=[CH:2][CH:7]=[CH:6][C:5]=2[O:8]1

Participants

5

Reactant 3

HCID 887MethanolHCID 6362Isopropyl iodideHCID 843101,3-Benzodioxol-5-amine

Product 1

HCID 867342571-Isopropylamine 3,4-methylenedioxybenzene

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a solution of 197 gms. of 1-amino-3,4-methylenedioxybenzene in 1500 mls. of methanol is added 110.3 mls. of isopropyl iodide and 154.8 mls. of triethylamine. The resulting solution is refluxed for 32 hours at the end of which time the solvent is stripped at reduced pressure. The oil thus obtained is extracted repeatedly with diethyl ether. The extracts are combined, filtered through Celite, and the ether stripped off to obtain 1-isopropylamine-3,4-methylenedioxybenzene as an oil.

Workup

  1. temperatureThe resulting solution is refluxed for 32 hours at the end of which time the solvent
  2. customThe oil thus obtained
  3. extractionis extracted repeatedly with diethyl ether
  4. filtrationfiltered through Celite

Sources & evidence

ORD record
ord-1bcc94f3915c4d439d6f3c3d48152aa8
Source dataset
uspto-grants-1976_12
Patent number
US03997564

Reaction notes

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