Diazomethane → Methyl-4-iodocinnamate

HRID 1869824Notes

Reaction equation

HRID 1869824 reaction equation
[I:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[N+](=[CH2:15])=[N-]>CO.C(OCC)C>[CH3:15][O:9][C:8](=[O:10])[CH:7]=[CH:6][C:5]1[CH:4]=[CH:3][C:2]([I:1])=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 35997884-Iodocinnamic acid

Product 1

HCID 582796Methyl-4-iodocinnamate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A stirred, cooled (ice bath) solution of 4-iodo-cinnamic acid in methanol was treated with a solution of diazomethane in diethyl ether. The reaction mixture was allowed to warm to ambient temperature, the volatiles were evaporated in vacuo to afford the title compound.

Workup

  1. customthe volatiles were evaporated in vacuo

Sources & evidence

ORD record
ord-42cf8e4d98564c9a94dbd28a55a7d7ba
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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