Benzyl Bromide → HCID 86584531, compound

HRID 1168431Notes

Reaction equation

HRID 1168431 reaction equation
[C:1]([NH:4][C@@H:5]1[C@@H:14]([OH:15])[C@H:13]([OH:16])[C@@H:12]([CH2:17][O:18][C:19]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[O:11][CH:6]1[O:7][CH2:8][CH:9]=[CH2:10])(=[O:3])[CH3:2].[OH-].[K+].[CH2:40](Br)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>C1(C)C=CC=CC=1>[C:1]([NH:4][C@@H:5]1[C@@:14]([CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([OH:15])[C@H:13]([O:16][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:12]([CH2:17][O:18][C:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:11][CH:6]1[O:7][CH2:8][CH:9]=[CH2:10])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 14797Potassium HydroxideHCID 11225861HCID 11225861, compound

Product 1

HCID 86584531HCID 86584531, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g of (c), 12 g of KOH and 7 ml of benzyl bromide in 340 ml of toluene were heated under reflux for 3 h. The suspension obtained was then hot filtered through Celite and the solid residues were washed with hot toluene. The filtrates were then combined and washed. After washing and evaporating off the solvents, a yellow-white solid was obtained: 12 g (yield: 88%).

Workup

  1. temperatureunder reflux for 3 h
  2. customThe suspension obtained
  3. filtrationwas then hot filtered through Celite
  4. washthe solid residues were washed with hot toluene
  5. washwashed
  6. washAfter washing
  7. customevaporating off the solvents
  8. customa yellow-white solid was obtained

Sources & evidence

ORD record
ord-195bfea83f67422487b8cad871c53daf
Source dataset
uspto-grants-2003_09
Patent number
US06624190B2

Reaction notes

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