Methyl iodide → HCID 118656079, compound

HRID 591549Notes

Reaction equation

HRID 591549 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:3]=1[CH2:4][O:5][C:6]1[CH:20]=[CH:19][C:9]2[C:10]([CH2:17][OH:18])([C:13]([O:15][CH3:16])=[O:14])[CH2:11][O:12][C:8]=2[CH:7]=1.I[CH3:27]>C1(C)C=CC=CC=1.[Ag-]=O>[Cl:1][C:2]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:3]=1[CH2:4][O:5][C:6]1[CH:20]=[CH:19][C:9]2[C:10]([CH2:17][O:18][CH3:27])([C:13]([O:15][CH3:16])=[O:14])[CH2:11][O:12][C:8]=2[CH:7]=1

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 89767917HCID 89767917, compound

Product 1

HCID 118656079HCID 118656079, compound

Reagents, catalysts & solvents 2

HCID 178418778HCID 178418778, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of methyl 6-((2,4-dichlorobenzyl)oxy)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-carboxylate (89 mg) in toluene (2.0 mL) were added silver(I)oxide (135 mg) and iodomethane (0.217 mL). The mixture was stirred at 70° C. for 2 d. After cooling, the residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (65.8 mg).

Workup

  1. temperatureAfter cooling
  2. customthe residue was purified by silica gel column chromatography (EtOAc/hexane)

Sources & evidence

ORD record
ord-f3b59eb11c9f48419f9622278844aca4
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

Loading…