Water → HCID 18416218, compound

HRID 990694Notes

Reaction equation

HRID 990694 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](Cl)=[O:9])=[CH:4][CH:3]=1.[CH3:13][NH2:14].O>O1CCCC1>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([NH:14][CH3:13])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 77771p-Chlorophenoxyacetyl chloride

Product 1

HCID 18416218HCID 18416218, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4-chlorophenoxyacetyl chloride (2 g) in tetrahydrofuran (40 ml) at 0° C. was added methylamine (2M, 12.2 ml). The reaction was allowed to warm to room temperature, and stirred for 1 h, before water (30 ml) added and the tetrahydrofuran removed in vacuo. The aqueous was extracted with ethyl acetate (2×50 ml), the combined organic extracts washed with brine (40 ml), dried over magnesium sulphate (1 g) and the solvent removed in vacuo to yield the title compound as a white solid (1.67 g).

Workup

  1. additionadded
  2. customthe tetrahydrofuran removed in vacuo
  3. extractionThe aqueous was extracted with ethyl acetate (2×50 ml)
  4. washthe combined organic extracts washed with brine (40 ml)
  5. dry with materialdried over magnesium sulphate (1 g)
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-24ad204df7be49e58f4adf937c3bcb9c
Source dataset
uspto-grants-2002_10
Patent number
US06462042B1

Reaction notes

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