4-Iodobenzoic acid → Methyl 4-iodobenzoate

HRID 496350Notes

Reaction equation

HRID 496350 reaction equation
[CH:1]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=[C:3]([I:10])[CH:2]=1.[CH3:11][Si](C=[N+]=[N-])(C)C.CCCCCC>CO>[CH3:11][O:8][C:7](=[O:9])[C:6]1[CH:5]=[CH:4][C:3]([I:10])=[CH:2][CH:1]=1

Participants

4

Reactant 2

HCID 120854-Iodobenzoic acidHCID 86587183Trimethylsilyldiazomethane hexane

Product 1

HCID 69273Methyl 4-iodobenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

p-iodobenzoic acid (500 mg, 2.02 mmol) was dissolved in methanol (30 ml), to which was added 2M trimethylsilyl diazomethane/hexane solution (13 ml) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure to yield a crude product (500 mg) of the title compound. This was used as a raw material in the subsequent reaction without purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-73bd23016ea94689bbd87e2fb7f3e90e
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

Loading…