Diethylamine → N,N-Diethyl-3,4-methylenedioxybenzamide

HRID 1646441Notes

Reaction equation

HRID 1646441 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[CH2:6](Cl)[C:7]1[CH:15]=[CH:14][C:13]2[O:12][CH2:11][O:10][C:9]=2[CH:8]=1.[O:17]1CCCC1>>[CH2:1]([N:3]([CH2:4][CH3:5])[C:6](=[O:17])[C:7]1[CH:15]=[CH:14][C:13]2[O:12][CH2:11][O:10][C:9]=2[CH:8]=1)[CH3:2]

Participants

4

Reactant 3

HCID 8021DiethylamineHCID 8028Tetrahydrofuran2×HCID 887131,3-Benzodioxole, 5-(chloromethyl)-

Product 1

HCID 27480N,N-Diethyl-3,4-methylenedioxybenzamide

Procedure

A solution of diethylamine (56.2 mL, 0.543 mol) in tetrahydrofuran is added dropwise to a solution of piperonyl chloride (33.4 g, 0.181 mol) in tetrahydrofuran at 0° C. The reaction mixture is stirred for 10 minutes and filtered through diatomaceous earth. The filtrate is concentrated in vacuo to give a solid residue which is recrystalized from ether to afford the title product, 36.7 g (91.8%).

Workup

  1. filtrationfiltered through diatomaceous earth
  2. concentrationThe filtrate is concentrated in vacuo
  3. customto give a solid residue which
  4. customis recrystalized from ether

Sources & evidence

ORD record
ord-81c3bdf63dc94a49aa474ba6d8fddbe2
Source dataset
uspto-grants-1993_01
Patent number
US05180419

Reaction notes

Loading…