Acetic Acid → 2-(3-Bromo-5-hydroxyphenyl)acetic acid
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4](CC#N)[CH:5]=[C:6]([O:8]C)[CH:7]=1.Br.[C:14]([OH:17])(=[O:16])[CH3:15]>>[Br:1][C:2]1[CH:3]=[C:4]([CH2:15][C:14]([OH:17])=[O:16])[CH:5]=[C:6]([OH:8])[CH:7]=1Participants
4
Conditions
- Temperature
- 100 °C
Procedure
The product of step (iv) (4.5 g), in glacial acetic acid (30 ml) was treated with 48% aqueous HBr (30 ml) and heated at 100° C. for 24 h. The reaction mixture was partitioned between water and ethyl acetate, the organics were separated then dried (MgSO4) and evaporated under reduced pressure to give a tan solid which was triturated with ether/isohexane (4.24 g).
Workup
- customThe reaction mixture was partitioned between water and ethyl acetate
- customthe organics were separated
- dry with materialthen dried (MgSO4)
- customevaporated under reduced pressure
- customto give a tan solid which
- customwas triturated with ether/isohexane (4.24 g)
Sources & evidence
- ORD record
- ord-52180b15aa884e0faeac5047dae301dc
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148572B2
Reaction notes
Loading…