Catechol → Ethyl o-phenylenephosphate

HRID 2292381Notes

Reaction equation

HRID 2292381 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].C(N(CC)CC)C.[P:16](Cl)(Cl)([O:18][CH2:19][CH3:20])=[O:17]>CCOCC>[P:16]1([O:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:1]=2[O:2]1)([O:18][CH2:19][CH3:20])=[O:17]

Participants

5

Reactant 3

HCID 289CatecholHCID 8471TriethylamineHCID 15158Ethyl dichlorophosphate

Product 1

HCID 11820088Ethyl o-phenylenephosphateYield 95.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Pyrocatechol (1.249 g, 11.35 mM) was dissolved in 42 ml of ether and, using 2.297 g (22.70 mM) of triethylamine and 1.849 g (11.35 mM) of ethyl dichlorophosphate, the reaction was carried out at -40° C. to -35° C. and the reaction mixture treated in the same manner as in Reference Example 1. There was obtained 2.159 g (95.0% yield) of ethyl o-phenylene phosphate as a colorless viscous oil.

Workup

  1. customwas carried out at -40° C. to -35° C.
  2. additionthe reaction mixture treated in the same manner as in Reference Example 1

Sources & evidence

ORD record
ord-ea76aeda48fe416b84ba4901fdb45cf9
Source dataset
uspto-grants-1989_01
Patent number
US04801703

Reaction notes

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