HCID 86746127, compound → HCID 86746126, compound

HRID 248163Notes

Reaction equation

HRID 248163 reaction equation
[P:1](=[O:42])([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])([O:34][CH3:35])[O:2][CH:3]([CH2:11][O:12]C(C1C=CC(OC)=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>C(Cl)(Cl)Cl.CO>[P:1](=[O:42])([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])([O:34][CH3:35])[O:2][CH:3]([CH2:11][OH:12])[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 1

HCID 86746127HCID 86746127, compound

Product 1

HCID 86746126HCID 86746126, compoundYield 81.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 13.5 g of phosphoric acid, 1-[[(4-methoxyphenyl)diphenylmethoxy]-methyl]-2-(pentyloxy)ethyl methyl pentyl ester in 68 ml of chloroform and 136 ml of methyl alcohol heated to boiling is slowly added 6.8 g of Amberlyst®-15 resin. The heat is removed and the mixture stirred at ambient temperature for 2 hours. The volatiles are removed and the residue dissolved in chloroform then washed with dilute sodium bicarbonate, dried and evaporated to an oily residue which is purified on silica gel using 1:1 ethyl acetate:hexanes to give 6 g of the desired compound as a colorless oil.

Workup

  1. customThe heat is removed
  2. customThe volatiles are removed
  3. dissolutionthe residue dissolved in chloroform
  4. washthen washed with dilute sodium bicarbonate
  5. customdried
  6. customevaporated to an oily residue which
  7. customis purified on silica gel using 1:1 ethyl acetate

Sources & evidence

ORD record
ord-8053059cc05346559ec1137c94208e47
Source dataset
uspto-grants-1993_05
Patent number
US05208223

Reaction notes

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