Sodium Hydroxide → HCID 57808084, compound

HRID 1880613Notes

Reaction equation

HRID 1880613 reaction equation
[CH3:1][C:2]1[C:7](/[CH:8]=[CH:9]/[C:10]([O:12]C)=[O:11])=[CH:6][CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[N:3]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[C:7](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])=[CH:6][CH:5]=[C:4]([C:14]([F:16])([F:15])[F:17])[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68510015HCID 68510015, compound

Product 1

HCID 57808084HCID 57808084, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of (E)-methyl 3-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acrylate (Gray, M.; Andrews, I. P.; Hook, D. F.; Kitteringham, J.; Voyle, M. Tet. Lett. 2001, 41, 6237-6240.) (150 mg, 0.61 mmol) in MeOH (2.0 mL) was added 1M NaOH (aq.) (1.8 mL). The reaction mixture was stirred for 2 h at 40° C. The volatiles were then evaporated and the remaining water phase neutralized with 1M HCl (aq). The title compound (141 mg, 0.61 mmol, quant.), which precipitated as a white solid, was filtered off and dried under vacuum at 45° C. This material was used directly in the next step without further purification.

Workup

  1. customThe volatiles were then evaporated

Sources & evidence

ORD record
ord-9779d21b08e64c498eeb649296d3790b
Source dataset
uspto-grants-2012_11
Patent number
US08318768B2

Reaction notes

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