Ethyl formate → HCID 14723984, compound

HRID 1195371Notes

Reaction equation

HRID 1195371 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[CH3:23])=[CH:9][C:10]2[N:14]([CH3:15])[N:13]=[N:12][N:11]=2)=[C:4]([CH3:24])[CH:3]=1.C([Li])CCC.[CH:30](OCC)=[O:31]>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[CH3:23])=[C:9]([C:10]2[N:14]([CH3:15])[N:13]=[N:12][N:11]=2)[CH:30]=[O:31])=[C:4]([CH3:24])[CH:3]=1

Participants

5

Reactant 3

HCID 8025Ethyl formateHCID 14723983HCID 14723983, compoundHCID 178418339Butyllithium

Product 1

HCID 14723984HCID 14723984, compoundYield 56.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1,1-bis(4-fluoro-2-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethene (1.6 g, 5.0 mmoles) in tetrahydrofuran at -70° C. was added butyl lithium (2.3 mL of 2.2M solution, 5.0 mmoles). After stirring for 0.25 hour, ethyl formate (0.44 g, 6.0 mmoles) was added and the mixture stirred for 2 hours. The reaction was quenched with 1N hydrochloric acid and the mixture was extracted with methylene chloride. The extracts were dried and concentrated in vacuo to give 1.0 g of the title compound; m.p.=135°-136° C.

Workup

  1. stirringthe mixture stirred for 2 hours
  2. customThe reaction was quenched with 1N hydrochloric acid
  3. extractionthe mixture was extracted with methylene chloride
  4. customThe extracts were dried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-43b037f4d5294441943251c7e4e819b9
Source dataset
uspto-grants-1992_05
Patent number
US05110940

Reaction notes

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