Hydrochloric Acid → HCID 19763909, compound

HRID 248570Notes

Reaction equation

HRID 248570 reaction equation
[N:1]([C:4]1[CH:30]=[CH:29][C:7]([O:8][C:9]2([F:28])[C:12]([F:14])([F:13])[C:11]([F:16])([F:15])[C:10]2([F:27])[O:17][C:18]2[CH:23]=[CH:22][C:21]([N:24]=C=O)=[CH:20][CH:19]=2)=[CH:6][CH:5]=1)=C=O.Cl>C1(C)C=CC=CC=1>[NH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][C:10]2([F:27])[C:11]([F:16])([F:15])[C:12]([F:13])([F:14])[C:9]2([F:28])[O:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:30][CH:29]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19763919HCID 19763919, compound

Product 1

HCID 19763909HCID 19763909, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

The 1,2-bis(4-isocyanatophenoxy)hexafluorocyclobutane (1.0 g, 2.3 mmol) is dissolved in 5 ml of toluene. Concentrated hydrochloric acid (10 ml) is added, and the mixture is heated to 80° C. for 2.5 hours. The mixture is neutralized and extracted with ether. The ether extracts are concentrated to yield 0.8 g (92% yield) of 1,2-bis(4-aminophenoxy)hexafluorocyclobutane. The product is identified by 19F NMR, 1 H NMR, and IR spectra. IR (cm-1): 3400 (NH2).

Workup

  1. extractionextracted with ether
  2. concentrationThe ether extracts are concentrated

Sources & evidence

ORD record
ord-a9807faa61624eca90280948b2572720
Source dataset
uspto-grants-1993_05
Patent number
US05210265

Reaction notes

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