Triethylamine → HCID 20396678, compound

HRID 972131Notes

Reaction equation

HRID 972131 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH3:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[CH3:15][N:16]([CH:20]1[CH2:22][CH2:21]1)[C:17](Cl)=[O:18].C(N(CC)CC)C>C1(C)C(C)=CC=CC=1>[CH3:15][N:16]([CH:20]1[CH2:22][CH2:21]1)[C:17](=[O:18])[O:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH:3]([O:2][CH3:1])[O:13][CH3:14])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1907063071682-16-1HCID 20396656HCID 20396656, compound

Product 1

HCID 20396678HCID 20396678, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
80 °C

Procedure

4-(2,2-Dimethoxyethoxy)phenol (0.05 mole), N-methyl-N-cyclopropylcarbamoyl chloride (0.08 mole), triethylamine (0.05 mole) and xylene (50 ml) are charged into a glass reaction flask equipped with a mechanical stirrer, thermometer and reflux condenser. The mixture is stirred and heated at 80° C. for a period of about 12 hours. After this time the reaction mixture is cooled to room temperature and is filtered. The filtrate is then washed with water and dried over anhydrous magnesium sulfate. The dried solution is then filtered and stripped of solvent and unreacted starting materials to yield the desired product O-[4-(2,2-dimethoxyethoxy)phenyl] N-methyl-N-cyclopropylcarbamate as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureAfter this time the reaction mixture is cooled to room temperature
  4. filtrationis filtered
  5. washThe filtrate is then washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationThe dried solution is then filtered

Sources & evidence

ORD record
ord-48d6d89c966c4382bc460974fda3b5d3
Source dataset
uspto-grants-1979_07
Patent number
US04163112

Reaction notes

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