Benzyl Bromide → HCID 67931549, compound

HRID 2231219Notes

Reaction equation

HRID 2231219 reaction equation
[CH3:1][CH:2]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:3][CH:4]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[C:15]=1[OH:22])[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:6]=1[OH:13].C(=O)([O-])[O-].[K+].[K+].[CH2:34](Br)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CC(C)=O>[CH2:34]([O:22][C:15]1[C:16]([CH3:21])=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=1[C:4](=[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[CH:6]1[OH:13])[CH2:3][CH:2]([CH3:1])[CH2:23][C:24]([CH3:26])([CH3:25])[CH3:27])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 110954Phenol, 2,2'-(3,5,5-trimethylhexylidene)bis[4,6-dimethyl-

Product 1

HCID 67931549HCID 67931549, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 2,2'-(3,5,5-trimethylhexylidene)-bis(4,6-dimethylphenol) (184.0 g, 0.5 mole) in acetone (21) was stirred with anhydrous potassium carbonate (170 g) and benzylbromide (85.5 g, 0.5 mole) at room temperature overnight. The solution was filtered, excess acetone removed under vacuum and the residue refrigerated. The crystalline solid was filtered off, washed with cold acetone and dried under vacuum at 40° C. Yield=66%. M.p.=125°-126° C.

Workup

  1. filtrationThe solution was filtered
  2. customexcess acetone removed under vacuum
  3. filtrationThe crystalline solid was filtered off
  4. washwashed with cold acetone
  5. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-f38b53b855c64bcca6df66cdb588c62a
Source dataset
uspto-grants-1988_11
Patent number
US04782011

Reaction notes

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