Benzyl 4-Hydroxybenzoate → HCID 14419466, compound

HRID 620090Notes

Reaction equation

HRID 620090 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][Br:14].[OH:15][C:16]1[CH:31]=[CH:30][C:19]([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][O:15][C:16]1[CH:31]=[CH:30][C:19]([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7180Benzyl 4-HydroxybenzoateHCID 11430Potassium CarbonateHCID 187661,12-Dibromododecane

Product 1

HCID 14419466HCID 14419466, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 150 mmol (49.2 g) of 1,12-dibromododecane, 50 mmol (10.6 g) of benzyl 4-hydroxybenzoate, and 0.3 mol (41.5 g) of potassium carbonate in 500 ml of acetone was refluxed for 6 hours. The reaction solution was then filtered and concentrated, and the resulting crude product was purified by column chromatography to obtain the objective ester compound of the following formula. (yield: 82%) ##STR34##

Workup

  1. filtrationThe reaction solution was then filtered
  2. concentrationconcentrated
  3. customthe resulting crude product was purified by column chromatography

Sources & evidence

ORD record
ord-a11a6b0fc5494f828fa0d4cbd32d0c7f
Source dataset
uspto-grants-1989_04
Patent number
US04818807

Reaction notes

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