Hydrogen Bromide → alpha-(2-Bromoethyl)-3,4-dichlorophenylacetic acid

HRID 357244Notes

Reaction equation

HRID 357244 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][CH2:12][O:11][C:10]2=[O:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[BrH:15]>CC(O)=O>[Br:15][CH2:12][CH2:13][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[C:10]([OH:11])=[O:14]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 118064963-(3,4-Dichloro-phenyl)-dihydro-furan-2-one

Product 1

HCID 18936610alpha-(2-Bromoethyl)-3,4-dichlorophenylacetic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Treat the product of Step 1 (21.25 g, 91.96 mmoles) at room temperature with 130 ml. of HOAc saturated with HBr gas. Stir at room temperature for 2 days, then pour into 800 ml. of ice-water with stirring. Store the resultant gum in a freezer for two days, then decant the liquid from the solidified gum. Triturate the solid, filter, wash with water and air dry. Yield: 26.2 g (m.p.=80°-81° C.).

Workup

  1. additionpour into 800 ml
  2. waitStore the resultant gum in a freezer for two days
  3. customdecant the liquid from the solidified gum
  4. customTriturate the solid
  5. filtrationfilter
  6. washwash with water and air
  7. customdry

Sources & evidence

ORD record
ord-68cbea09f04e4df697ebef1c7de3a156
Source dataset
uspto-grants-1998_11
Patent number
US05840725

Reaction notes

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