2-Chloroethyl methyl ether → HCID 12183844, compound

HRID 2209327Notes

Reaction equation

HRID 2209327 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][CH2:8][CH2:9]Cl>>[CH3:6][O:7][CH2:8][CH2:9][N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Procedure

In an autoclave of 100 mL, pyrrolidine (40.0 g, 563 mmol) was made reacted with chloroethyl methyl ether (26.0 g, 275 mmol) at 125 deg C. for 48 hours. Solid salt that was formed was removed by filtration, and residue (filtrate) was subjected to reduced-pressure distillation by using a Vigreux column of 25 cm. Then 1H-NMR measurement of obtained amine is performed, and it was confirmed that chemical shifts, δ (ppm), are 3.46-3.43 (t, 2H), 3.30(s, 3H), 2.62-2.59(t, 2H), 2.49-2.46(m, 4H), and 1.73-1.70 (m, 4H), and that N-2-methoxyethylpyrrolidine was synthesized.

Workup

  1. customSolid salt that was formed
  2. customwas removed by filtration, and residue (filtrate)
  3. distillationwas subjected to reduced-pressure distillation

Sources & evidence

ORD record
ord-427d5bb81a174896890b4d23fb30235c
Source dataset
uspto-grants-2016_06
Patent number
US09379413B2

Reaction notes

Loading…