Methyl iodide → Methyl 3-(2-bromophenyl)prop-2-enoate

HRID 986544Notes

Reaction equation

HRID 986544 reaction equation
[Br:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7].[CH3:13]I>>[Br:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([O:8][CH3:13])=[O:7]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 1013463-(2-Bromophenyl)prop-2-enoic acid

Product 1

HCID 54509837Methyl 3-(2-bromophenyl)prop-2-enoate

Procedure

Esterification of 2-bromocinnamic acid (10.0 g) with methyl iodide (9.4 g) as described in Example 1 gave the title compound as an oil which was purified by chromatography on silica eluting with chloroform in quantitative yield. υmax (film) 1725, 1640, 1470, 1440 cm-1, δ(CDCl3) 3.79 (3H, s, CH3), 6.30 (1H, d, J 16 Hz, C=CHCO2), 7.19 (2H, complex m), 7.50 (2H, complex m), 7.97 (1H, d, J 16 Hz, ArCH=C).

Sources & evidence

ORD record
ord-edfbc274160345a7ae8257f277b93645
Source dataset
uspto-grants-1987_12
Patent number
US04713486

Reaction notes

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