Dichloromethane → 2-(5-Bromo-3-ethoxycarbonyl-phenoxy)-acetic acid

HRID 2268568Notes

Reaction equation

HRID 2268568 reaction equation
C([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[C:11]([C:16]([O:18][CH3:19])=[O:17])[CH:10]=1)(C)(C)C.Cl[CH2:22]Cl>FC(F)(F)C(O)=O>[Br:15][C:13]1[CH:12]=[C:11]([C:16]([O:18][CH2:19][CH3:22])=[O:17])[CH:10]=[C:9]([CH:14]=1)[O:8][CH2:7][C:6]([OH:5])=[O:20]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 538044552-(5-Bromo-3-methoxycarbonyl-phenoxy)-acetic acid tert-butyl ester

Product 1

HCID 183490802-(5-Bromo-3-ethoxycarbonyl-phenoxy)-acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2-(5-bromo-3-methoxycarbonyl-phenoxy)-acetic acid tert-butyl ester (12.8 g) in a mixture of dichloromethane (100 ml) and trifluoroacetic acid (100 ml) was stored at room temperature for 2 h. The solution was concentrated under reduced pressure. The residual solid was suspended in toluene and the solvent removed under reduced pressure to give the title compound as a brown solid (10.6 g).

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-2b2b8fd955ab458cb986e21eeb69b82e
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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