Resorcinol → HCID 20206139, compound

HRID 2166555Notes

Reaction equation

HRID 2166555 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[CH2:9]([P:14](=[O:19])([O:17][CH3:18])[O:15][CH3:16])[CH:10]=[C:11]([CH3:13])[CH3:12]>CCOCC>[OH:2][C:1]1[CH:3]=[C:4]([OH:5])[CH:6]=[CH:7][C:8]=1[C:11]([CH3:13])([CH3:12])[CH2:10][CH2:9][P:14]([O:15][CH3:16])(=[O:19])[O:17][CH3:18]

Participants

4

Reactant 2

HCID 5054ResorcinolHCID 19864946HCID 19864946, compound

Product 1

HCID 20206139HCID 20206139, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

55.0 parts of resorcinol, 17.8 parts of dimethyl prenylphosphonate and 5.0 parts of Fulmont 23 (trademark) are stirred at 125° C. for 18 hours. The cooled reaction mixture is then diluted with ether, filtered free of catalyst, and poured into 500 parts of water. The oil which separated out is then washed by decantation with water and extracted with ether. Following further washes with sodium bicarbonate solution and water, the ether solution after concentration yields dimethyl 3-(2,4-dihydroxyphenyl)-3-methyl-butane-phosphonate, m.p. 142°-3° C., with the following percentage composition by weight.

Workup

  1. customThe cooled reaction mixture
  2. filtrationfiltered free of catalyst
  3. additionpoured into 500 parts of water
  4. customThe oil which separated out
  5. washis then washed by decantation with water
  6. extractionextracted with ether
  7. concentrationthe ether solution after concentration

Sources & evidence

ORD record
ord-ce7d908cbc054e97a667fafb81ae4818
Source dataset
uspto-grants-1983_06
Patent number
US04387158

Reaction notes

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