Dimethoxymethane → HCID 19047096, compound

HRID 2255189Notes

Reaction equation

HRID 2255189 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[OH:12].[CH3:13][O:14][CH2:15]OC.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C(Cl)Cl>[Cl:1][C:2]1[C:3]([O:12][CH2:13][O:14][CH3:15])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 3

HCID 8020DimethoxymethaneHCID 14812Phosphorus oxide (P4O10)HCID 158655Phenol, 2-chloro-4-fluoro-5-nitro-

Product 1

HCID 19047096HCID 19047096, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 1.12 g (5.9 mmol) of 2-chloro-4-fluoro-5-nitrophenol in 100 ml CH2Cl2 was added 2 ml of dimethoxymethane followed by 7.48 g (53 mmol) of phosphorus pentoxide. The reaction was stirred at room temperature for 3 hours after which time an additional 100 ml of CH2Cl2 was added. The reaction was poured onto 200 ml ice and the resulting layers were separated. The aqueous phase was extracted once more with water (2×100 ml), dried over MgSO4 and concentrated to afford 1.16 g (95% yield) of the desired product as a pale yellow solid.

Workup

  1. additionwas added
  2. customthe resulting layers were separated
  3. extractionThe aqueous phase was extracted once more with water (2×100 ml)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2001e2f91bca4594b52f0e98e37beff6
Source dataset
uspto-grants-1993_08
Patent number
US05238908

Reaction notes

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