Nitrogen → HCID 18945551, compound

HRID 1721541Notes

Reaction equation

HRID 1721541 reaction equation
N#N.[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)=[CH2:4].N1C=CC=CC=1.Cl[C:19]([O:21][CH:22]=[CH2:23])=[O:20]>C(Cl)(Cl)Cl>[C:19](=[O:20])([O:21][CH:22]=[CH2:23])[O:11][C:8]1[CH:9]=[CH:10][C:5]([CH:3]=[CH2:4])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 1049PyridineHCID 624534-VinylphenolHCID 78808Vinyl chloroformate

Product 1

HCID 18945551HCID 18945551, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
5 °C

Procedure

A 500 ml round bottom flask equipped with a reflux condenser, a mechanical stirrer, a thermometer, a dropping funnel and an efficient N2 blanket, is charged with 30.0 g (0.25 mole) of 4-vinylphenol, 21.8 g of pyridine and 300 ml of chloroform. The contents are then cooled down to 5 degrees C., and 25,3 g of vinyl chloroformate is added dropwise via the dropping funnel with constant stirring and the temperature maintained at 5 degrees or below. The temperature is then allowed to rise to ambient temperature and the mixture stirred overnight. The reaction mixture is then passed through a silica gel column and dried over magnesium sulfate and filtered. After the solvent is removed under pressure, the named product is recovered.

Workup

  1. customA 500 ml round bottom flask equipped with a reflux condenser, a mechanical stirrer
  2. temperaturethe temperature maintained at 5 degrees or below
  3. customto rise to ambient temperature
  4. stirringthe mixture stirred overnight
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customAfter the solvent is removed under pressure
  8. customthe named product is recovered

Sources & evidence

ORD record
ord-6096ddcd2c6f43fba9e49ea7607f12d6
Source dataset
uspto-grants-1996_04
Patent number
US05512205

Reaction notes

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