2-Iodo-3-methylbenzoic acid → Methyl 2-iodo-3-methylbenzoate

HRID 2174678Notes

Reaction equation

HRID 2174678 reaction equation
[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:12](Cl)Cl.CO>>[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:12])=[O:5]

Participants

3

Reactant 2

HCID 27593652-Iodo-3-methylbenzoic acidHCID 21226129Dichloromethane methanol

Product 1

HCID 13924925Methyl 2-iodo-3-methylbenzoate

Procedure

2-iodo-3-methylbenzoic acid (595 mg, 2.27 mmol) was dissolved in DCM/MeOH=1/1 (5 ml) at 0° C., then TMS-CH2N2 (2M in Et2O, 1.4 ml, 2.8 mmol) was added. After 1.5 hours at RT solvents were evaporated. Yield 630 mg yellow oil.

Workup

  1. customAfter 1.5 hours at RT solvents were evaporated

Sources & evidence

ORD record
ord-8262197c8ae54385a67703552e0e64e3
Source dataset
uspto-grants-2015_06
Patent number
US09062033B2

Reaction notes

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