1,4-Bis(bromomethyl)benzene → HCID 21557124, compound

HRID 1282986Notes

Reaction equation

HRID 1282986 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9]Br)=[CH:5][CH:4]=1.[CH3:11][C:12]1([CH3:21])[CH2:17][CH:16]([OH:18])[CH2:15][C:14]([CH3:20])([CH3:19])[NH:13]1>COCCOCCOC>[C:6]1([CH2:9][N:13]2[C:14]([CH3:19])([CH3:20])[CH2:15][CH:16]([OH:18])[CH2:17][C:12]2([CH3:21])[CH3:11])[CH:7]=[CH:8][C:3]([CH2:2][N:13]2[C:14]([CH3:20])([CH3:19])[CH2:15][CH:16]([OH:18])[CH2:17][C:12]2([CH3:21])[CH3:11])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 693351,4-Bis(bromomethyl)benzeneHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 21557124HCID 21557124, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

In a 500 -milliliter, round-bottomed flask are placed 11.4 grams of α, α'-dibromo-p-xylene, 25.2 grams of 2, 2, 6, 6-tetramethyl-4-hydroxypiperidine and 120 milliliters of diglyme (dimethyl ether of diethylene glycol). The contents are refluxed for 19 hours with vigorous stirring and filtered hot. The diglyme from the filtrate is removed by distillation. The remaining solid is washed with methanol. The solid is then washed repeatedly with ether. The 1, 1'-(p-phenylenedimethylene) bis(2, 2, 6, 6-tetramethyl-4-piperidinol) is obtained as a white crystalline solid, is dried in a vacuum oven and has a melting point of 237°-239°C.

Workup

  1. temperatureThe contents are refluxed for 19 hours
  2. filtrationfiltered hot
  3. customThe diglyme from the filtrate is removed by distillation
  4. washThe remaining solid is washed with methanol
  5. washThe solid is then washed repeatedly with ether

Sources & evidence

ORD record
ord-37bd1bf4b75f4f7d8a11ba8d6e242dee
Source dataset
uspto-grants-1976_08
Patent number
US03974127

Reaction notes

Loading…