Potassium Iodide → HCID 21445184, compound

HRID 597481Notes

Reaction equation

HRID 597481 reaction equation
[Br:1][C:2]1[C:7]([OH:8])=[C:6]([Br:9])[C:5]([Br:10])=[C:4]([Br:11])[C:3]=1[Br:12].[C:13](=[O:16])([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:22][C:23]1([CH2:27]Cl)[CH2:26][O:25][CH2:24]1>O.CN(C)C=O>[Br:1][C:2]1[C:7]([O:8][CH2:22][C:23]2([CH2:27][O:16][C:13]3[C:6]([Br:9])=[C:5]([Br:10])[C:4]([Br:11])=[C:3]([Br:12])[C:2]=3[Br:1])[CH2:26][O:25][CH2:24]2)=[C:6]([Br:9])[C:5]([Br:10])=[C:4]([Br:11])[C:3]=1[Br:12]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 6550Oxetane, 3,3-bis(chloromethyl)-HCID 11430Potassium CarbonateHCID 11852Pentabromophenol

Product 1

HCID 21445184HCID 21445184, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
143 °C

Procedure

A mixture of pentabromophenol (100 g., 0.2 moles), potassium carbonate (30 g., 0.22 moles), potassium iodide (0.5 g.), dimethyl formamide (180 ml.) and 3,3-bischloromethyl oxetane (15.5 g., 0.1 moles) was stirred in a nitrogen atmosphere and heated to 143° C. for 5 hours. The partially cooled reaction mixture was poured into 1 liter of water. The resulting solid 3,3-bis[pentabromophenoxymethyl]oxetane was collected by filtration and washed on the funnel with water and with ethanol. The yield was 93 g. A small sample was recrystallized from a large volume of dioxane. The recrystallized material melted at 281°-284° C.

Workup

  1. customThe partially cooled reaction mixture
  2. filtrationThe resulting solid 3,3-bis[pentabromophenoxymethyl]oxetane was collected by filtration
  3. washwashed on the funnel with water and with ethanol
  4. customA small sample was recrystallized from a large volume of dioxane

Sources & evidence

ORD record
ord-e49c7ac8abd94820ab053b8fd6da2837
Source dataset
uspto-grants-1977_03
Patent number
US04014855

Reaction notes

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