Phenol → HCID 85940226, compound

HRID 2049302Notes

Reaction equation

HRID 2049302 reaction equation
C1(O)C=CC=CC=1.[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]([C:15]1[CH:20]=[C:19]([CH3:21])[C:18]([OH:22])=[C:17]([CH3:23])[CH:16]=1)=[O:14].[OH-].[K+].Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>CN(C)C=O>[CH2:31]([O:30][C:28](=[O:29])[CH2:27][O:22][C:18]1[C:19]([CH3:21])=[CH:20][C:15]([C:13](=[O:14])[C:9]2[S:8][CH:12]=[CH:11][CH:10]=2)=[CH:16][C:17]=1[CH3:23])[CH3:32]

Participants

6

Reactant 4

HCID 996PhenolHCID 7748Ethyl bromoacetateHCID 14797Potassium HydroxideHCID 14771930HCID 14771930, compound

Product 1

HCID 85940226HCID 85940226, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

There was kept for 3 hours at 60° C. a solution in 150 ml of dimethylformamide of 10 g of the phenol obtained according to (B), 3 g of potassium hydroxide and 9 g of ethyl bromoacetate. The mixture was filtered, the solvent evaporated, the residue dissolved in ethyl ether, and the impurities extracted in a basic aqueous solution. After concentration of the solvent, 11.2 g of the ester were obtained which melted at 89° C.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent evaporated
  3. dissolutionthe residue dissolved in ethyl ether
  4. extractionthe impurities extracted in a basic aqueous solution

Sources & evidence

ORD record
ord-50214010dc994f8dbcb5720dd0b0166a
Source dataset
uspto-grants-1980_04
Patent number
US04197309

Reaction notes

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