Ethylamine → 3-Benzyloxy-1-ethylazetidine

HRID 2198851Notes

Reaction equation

HRID 2198851 reaction equation
[CH2:1]([O:8][CH:9]([CH2:12]Cl)[CH2:10]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:14]([NH2:16])[CH3:15]>O>[CH2:1]([O:8][CH:9]1[CH2:12][N:16]([CH2:14][CH3:15])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 5155009Benzene, [[2-chloro-1-(chloromethyl)ethoxy]methyl]-

Product 1

HCID 205173193-Benzyloxy-1-ethylazetidineYield 61%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

21.9 parts of 2-benzyloxy-1,3-dichloro-propane, 45.1 parts of monoethylamine and 45.1 parts of water were added to an autoclave and the mixture was heated at 90° C. for 48 hours with agitation. The reaction mixture was cooled and treated in the same manner as in Example 29, followed by distillation under reduced pressure. As a result, 11.6 parts of 3-benzyloxy-1-ethylazetidine boiling at 73°-74° C. under 2 mm Hg were obtained. The yield was 61%. The results of infra-red spectrum analysis and nuclear magnetic resonance analysis of the product are as follows:

Workup

  1. temperatureThe reaction mixture was cooled
  2. additiontreated in the same manner as in Example 29
  3. distillationfollowed by distillation under reduced pressure

Sources & evidence

ORD record
ord-28fec564b1c646919b4cc387725078bd
Source dataset
uspto-grants-1982_11
Patent number
US04360464

Reaction notes

Loading…