(3-Bromophenyl)acetic acid → Ethyl 3-(bromophenyl)acetate

HRID 2085830Notes

Reaction equation

HRID 2085830 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[Br:14]C1C=C(CC(O)=O)C=CC=1>>[Br:14][C:3]1[CH:4]=[C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:7][CH:2]=1

Participants

3

Reactant 2

HCID 74653(3-Bromophenyl)acetic acidHCID 7020609Ethyl 2-(4-bromophenyl)acetate2×

Product 1

HCID 11470552Ethyl 3-(bromophenyl)acetate

Procedure

Employing the same general procedure as for the preparation of ethyl (4-bromophenyl)acetate (Compound A), 100 g (463 mmol) of 3-bromophenylacetic acid was converted into the title compound (yellow oil) using 2 g of conc. H2SO4 and 500 ml of ethanol. PMR (CDCl3): δ 1.26 (3H, t, J=7.0 Hz), 3.56 (2H, s), 4.16 (2H, q, J=7.0 Hz), 7.16-7.26 (2H, m), 7.38-7.46 (2H, m).

Sources & evidence

ORD record
ord-1b98c051fad44197ab0a556aebbd9d16
Source dataset
uspto-grants-2004_04
Patent number
US06720425B2

Reaction notes

Loading…