Resorcinol → HCID 20206139, compound

HRID 543313Notes

Reaction equation

HRID 543313 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 237® were stirred at 125° C. for 18 hours. The cooled reaction mixture was then diluted with ether, filtered free of catalyst, and poured into 500 parts of water. The oil which separated out was then washed by decantation with water and extracted with ether. Following further washes with sodium bicarbonate solution and water, the ether solution after concentration yielded 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. washwas then washed by decantation with water
  6. extractionextracted with ether
  7. concentrationthe ether solution after concentration

Sources & evidence

ORD record
ord-eb0b3d1d4aed4f1eac89b7cde070ae43
Source dataset
uspto-grants-1987_04
Patent number
US04661601

Reaction notes

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