Benzoyl Peroxide → HCID 69943062, compound

HRID 1859362Notes

Reaction equation

HRID 1859362 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([B:7]([OH:9])[OH:8])=[CH:3][CH:2]=1.O[CH2:12][C:13]([CH3:17])([CH2:15]O)[CH3:14].[Br:18]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C1CCCCC1>[CH2:12]([O:8][B:7]([C:4]1[CH:5]=[CH:6][C:1]([CH2:10][Br:18])=[CH:2][CH:3]=1)[OH:9])[C:13]([CH3:17])([CH3:15])[CH3:14]

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 31344Neopentyl glycolHCID 67184N-bromobutanimideHCID 79799Tolylboronic acid

Product 1

HCID 69943062HCID 69943062, compound

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent2×

Procedure

p-Toluene boronic acid (750 mg.) and neopentyl glycol (600 mg.) were dissolved in 50 ml cyclohexane and heated at reflux for 1.5 hours. N-Bromosuccinimide (1.15 g.), benzoyl peroxide (25 mg.) and 150 ml cyclohexane were added and the solution was heated at reflux for additional 2 hours. The solution was cooled to room temperature, filtered and evaporated to give a mixture of 8 and 8a (total of 1.3 g, ˜1:1 ratio), the yield of 8=47%.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1.5 hours
  3. temperaturethe solution was heated
  4. temperatureat reflux for additional 2 hours
  5. filtrationfiltered
  6. customevaporated
  7. customto give

Sources & evidence

ORD record
ord-6669ea06a06a4581a5a9c798a9d1fb97
Source dataset
uspto-grants-2003_03
Patent number
US06526828B1

Reaction notes

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