Sodium Methoxide → HCID 69516562, compound

HRID 855058Notes

Reaction equation

HRID 855058 reaction equation
I[CH2:2][C:3]1[CH:4]=[C:5]([CH3:22])[CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2.[CH3:23][O-:24].[Na+]>CO>[CH3:23][O:24][CH2:2][C:3]1[CH:4]=[C:5]([CH3:22])[CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 69517689ethyl 8-(iodomethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 69516562HCID 69516562, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

The ethyl 8-(iodomethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in Example 605e, Step 2 (0.2 g, 0.47 mmole) was dissolved in methanol (5 mL) and then the solution was cooled to 0° C. (ice bath). Sodium methoxide (0.32 mL, 1.41 mmole) was added dropwise to above solution, which was stirred for 2 hours at 0° C. The solution was warmed to room temperature and stirred for an additional 2 hours. The reaction was condensed in vacuo to give a yellow oil (0.15 g, 98%). No further purification was performed: GCMS m/z 330.00 (M+).

Workup

  1. temperatureThe solution was warmed to room temperature
  2. stirringstirred for an additional 2 hours
  3. customcondensed in vacuo

Sources & evidence

ORD record
ord-ed1d11bae6944721af4a02840f6390df
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

Loading…