Potassium Iodide → HCID 21445179, compound

HRID 597480Notes

Reaction equation

HRID 597480 reaction equation
[Br:1][C:2]1[CH:15]=[C:14]([Br:16])[CH:13]=[C:12]([Br:17])[C:3]=1[O:4][CH2:5][C:6]1([CH2:10]Cl)[CH2:9][O:8][CH2:7]1.[Br:18][C:19]1[C:24]([OH:25])=[C:23]([Br:26])[C:22]([Br:27])=[C:21]([Br:28])[C:20]=1[Br:29].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.CN(C)C=O>[Br:1][C:2]1[CH:15]=[C:14]([Br:16])[CH:13]=[C:12]([Br:17])[C:3]=1[O:4][CH2:5][C:6]1([CH2:10][O:25][C:24]2[C:23]([Br:26])=[C:22]([Br:27])[C:21]([Br:28])=[C:20]([Br:29])[C:19]=2[Br:18])[CH2:9][O:8][CH2:7]1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 11852PentabromophenolHCID 214451813-[2,4,6-Tribromophenoxymethyl]-3-[chloromethyl]oxetane

Product 1

HCID 21445179HCID 21445179, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To 31.5 g. (0.07 moles) of 3-[2,4,6-tribromophenoxymethyl]-3-[chloromethyl]oxetane was added pentabromophenol (36 g., 0.074 moles), potassium carbonate (10 g., 0.077 moles), potassium iodide (0.5 g.) and dimethyl formamide (75 ml.). The reactants were stirred in a nitrogen atmosphere and heated to 140°-148° C. for 21/2 hours. The cooled reaction mixture was diluted with 500 ml. of water. The resulting solid 3-[2,4,6-tribromophenoxymethyl]-3-[pentabromophenoxymethyl]oxetane was collected by filtration and washed on the funnel with water and with ethanol. The yield was 48 g. (76%). A small sample recrystallized from dioxane (6 ml./g.) melted at 202°-204° C.

Workup

  1. temperatureheated to 140°-148° C. for 21/2 hours
  2. customThe cooled reaction mixture
  3. additionwas diluted with 500 ml
  4. filtrationThe resulting solid 3-[2,4,6-tribromophenoxymethyl]-3-[pentabromophenoxymethyl]oxetane was collected by filtration
  5. washwashed on the funnel with water and with ethanol
  6. customA small sample recrystallized from dioxane (6 ml./g.) melted at 202°-204° C.

Sources & evidence

ORD record
ord-cff54caebf4e4675b2a96939c4a6745b
Source dataset
uspto-grants-1977_03
Patent number
US04014855

Reaction notes

Loading…