Phosphorus tribromide → HCID 68452465, compound

HRID 2244473Notes

Reaction equation

HRID 2244473 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[CH2:13]O.P(Br)(Br)[Br:17]>C(Cl)Cl.O>[CH3:1][O:2][C:3](=[O:15])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[CH2:13][Br:17]

Participants

5

Reactant 2

HCID 24614Phosphorus tribromideHCID 19576919HCID 19576919, compound

Product 1

HCID 68452465HCID 68452465, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a cooled (0° C.) solution of (4-chloro-2-hydroxymethyl-phenoxy)-acetic acid methyl ester (5 g, 0.022 mmol) in DCM (50 mL) under an inert atmosphere of nitrogen is added phosphorus tribromide (1.03 mL, 0.011 mol) and the mixture is stirred at 0° C. for 90 minutes. The reaction mixture is diluted with water (15 mL) and allowed to warm to RT. The mixture is then washed with water (2×25 mL) and the organic portion is separated, washed with brine, dried (MgSO4) and concentrated in vacuo to yield the titled compound as a white solid.

Workup

  1. temperatureto warm to RT
  2. washThe mixture is then washed with water (2×25 mL)
  3. customthe organic portion is separated
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-79bfa948a1c44fe0a1daa63566420888
Source dataset
uspto-grants-2010_03
Patent number
US07678826B2

Reaction notes

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