Phenol → HCID 4496358, compound

HRID 1893168Notes

Reaction equation

HRID 1893168 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:15]([CH3:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>CC(C)=O>[CH2:19]([O:18][C:16](=[O:17])[CH:15]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 4496358HCID 4496358, compoundYield 103%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Phenol (24.28 g, 0.25 mol), potassium carbonate (39.2 g 0.28 mol), and ethyl 2-bromoproionate (46.7 g, 0.25 mol) were combined in acetone (200 mL) and stirred at room temperature over night. The acetone was removed in vacuo, the residue was purified in silica to provide a golden oil (50 g, 90%), Rf=0.80 in 10:1 ethyl acetate: petroleum ether.

Workup

  1. customThe acetone was removed in vacuo
  2. customthe residue was purified in silica

Sources & evidence

ORD record
ord-efd50d613ba943d4adb190a5f76069cc
Source dataset
uspto-grants-2013_08
Patent number
US08513233B2

Reaction notes

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