Methanol → HCID 67995851, compound

HRID 1467347Notes

Reaction equation

HRID 1467347 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([OH:12])=[O:11].CO.[Si](C=[N+]=[N-])(C)(C)[CH3:16].CCOCC>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([O:12][CH3:16])=[O:11]

Participants

6

Reactant 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 1235852,6-Difluorophenylacetic acidHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 67995851HCID 67995851, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,6-Difluorophenylacetic acid (2.61 g, 15.16 mmol) was taken up in THF (52 mL)/MeOH (13 mL). TMS-Diazomethane, 2 M in Et2O (8.5 mL, 17.00 mmol) was added and the resulting mixture was stirred at room temperature for 2 hours. The solvent was removed in vacuo and the residue purified by MPLC (2-20% EtOAc-hexanes) to give methyl 2,6-difluorophenylacetate as a colourless oil.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by MPLC (2-20% EtOAc-hexanes)

Sources & evidence

ORD record
ord-9efee577b3b54dcf98fcb8dc6cd95c02
Source dataset
uspto-grants-2015_04
Patent number
US08999957B2

Reaction notes

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