Isopropyl iodide → Benzeneacetic acid, 4-bromo-α-(1-methylethyl)-, ethyl ester

HRID 1528886Notes

Reaction equation

HRID 1528886 reaction equation
[Br:1][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.[CH3:14][C:15](C)([O-])[CH3:16].[K+].IC(C)C>CN(C=O)C>[CH2:12]([O:11][C:9](=[O:10])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[CH:15]([CH3:16])[CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 7020609Ethyl 2-(4-bromophenyl)acetateHCID 23665647Potassium tert-butoxide

Product 1

HCID 66578648Benzeneacetic acid, 4-bromo-α-(1-methylethyl)-, ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 4-bromophenylacetate (3.0 g, 12.3 mmol) and potassium tert-butoxide (1.38 g, 12.3 mmol) were combined in DMF (35 mL). 2-Iodo-propane (2.09 g, 12.3 mmol) was added and the reaction was stirred at room temperature for 1 hour. Aqueous workup provided the title compound.

Sources & evidence

ORD record
ord-9b92719c4bb7404d8989b52f48ebaf0e
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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