Chloral → HCID 86732903, compound

HRID 1579932Notes

Reaction equation

HRID 1579932 reaction equation
[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[C:7]1([N:13]=[C:14]=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CC(C)([O-])C.[Li+]>C1(C)C=CC=CC=1>[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[C:7]1([N:13]=[C:14]=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 6407ChloralHCID 7672Phenyl isocyanateHCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)

Product 1

HCID 86732903HCID 86732903, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
-20 °C

Procedure

In a dried test tube, 4 ml. of chloral and 0.4 ml. of phenyl isocyanate were dissolved in 20 ml. of toluene. The resultant mixture was heated to 60°C. and 0.12 ml. of 1-molar lithium tert-butoxide in toluene was added thereto. The test tube was stoppered and the quiescent mixture was cooled to -20°C. The mixture set up in a few minutes to a transparent gel. After 1 hour, the tube was allowed to come to room temperature and to stand overnight. Toluene was partially removed under reduced pressure and the polymer plug was taken out of the test tube. The polymer gel had collapsed and was clear. Toluene and traces of unreacted monomers remaining in the polymer were allowed to evaporate at room temperature in the air. A conherent plug of chloral/phenyl isocyanate copolymer was obtained having the characteristic IR absorption of 5.70 μ.

Workup

  1. waitThe mixture set up in a few minutes to a transparent gel
  2. customto come to room temperature
  3. waitto stand overnight
  4. customToluene was partially removed under reduced pressure
  5. customto evaporate at room temperature in the air

Sources & evidence

ORD record
ord-ba571e8b19a74eeeafe705b52f7fd5fd
Source dataset
uspto-grants-1976_01
Patent number
US03932318

Reaction notes

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