Methanol → Sodium difluoro(quinolin-6-yl)acetate

HRID 469194Notes

Reaction equation

HRID 469194 reaction equation
[F:1][C:2]([F:18])([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)[C:3]([O:5]CC)=[O:4].CO.[OH-].[Na+:22]>O>[F:1][C:2]([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)([F:18])[C:3]([O-:5])=[O:4].[Na+:22]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 28242385Ethyl 2,2-difluoro-2-(quinolin-6-yl)acetate

Product 1

HCID 59439326Sodium difluoro(quinolin-6-yl)acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8.1 g (32.2 mmol) of ethyl difluoro(quinolin-6-yl)acetate was added to a reaction balloon. Methanol (40.5 mL) and water (2.9 mL) were added. To this solution, 1.29 g sodium hydroxide (32.2 mmol) was added at room temperature for 16 h. The resulting solids were filtered off and dried under vacuum. Yield 4.5 g (18.4 mmol; 57%).

Workup

  1. filtrationThe resulting solids were filtered off
  2. customdried under vacuum

Sources & evidence

ORD record
ord-c836e622dbf44dfebddc01ef07ad7d22
Source dataset
uspto-grants-2014_01
Patent number
US08629144B2

Reaction notes

Loading…