Sodium ethoxide → HCID 69518884, compound

HRID 855059Notes

Reaction equation

HRID 855059 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.[O-:23][CH2:24][CH3:25].[Na+]>CO>[CH2:24]([O:23][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)[CH3:25]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 69517689ethyl 8-(iodomethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 69518884HCID 69518884, 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 the solution was cooled to 0° C. (ice bath). Sodium ethoxide (0.10 g, 1.41 mmole) was added dropwise to the 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 (0.16 g, 98%). No further purification was performed: GCMS m/z 344.00 (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-4b21366376ae4c69951d6282c1e5caf9
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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