Benzyl Bromide → HCID 15052395, compound

HRID 2107022Notes

Reaction equation

HRID 2107022 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC(C)=O>[CH2:23]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:6][CH:7]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 14600605HCID 14600605, compound

Product 1

HCID 15052395HCID 15052395, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension comprising 3.0 g of 8-(4-hydroxyphenyl)octanol, 3.0 g of anhydrous potassium carbonate, 50 ml of dry acetone and 1.9 ml of benzyl bromide was heated under reflux for 16 hours. After the completion of the reaction, the potassium carbonate was filtered off and the filtrate was concentrated on an evaporator. The white solid thus obtained was precipitated from chloroform-hexane (1:4). As a result, 3.0 g of the desired compound was obtained (yield: 71%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. customAfter the completion of the reaction
  4. filtrationthe potassium carbonate was filtered off
  5. concentrationthe filtrate was concentrated on an evaporator
  6. customThe white solid thus obtained
  7. customwas precipitated from chloroform-hexane (1:4)

Sources & evidence

ORD record
ord-9253725bdc344fde96103dda4aa7da07
Source dataset
uspto-grants-1990_06
Patent number
US04933329

Reaction notes

Loading…