Lithium Hydroxide → HCID 362745, compound

HRID 2200078Notes

Reaction equation

HRID 2200078 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:13][C:14]([O:16]CC)=[O:15])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([CH2:13][C:14]([OH:16])=[O:15])[CH3:12])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 54943122HCID 54943122, compound

Product 1

HCID 362745HCID 362745, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(4-fluoro-N-methylphenylsulfonamido)acetate (2.27 g) was dissolved in THF (20 mL) and 0.5 N LiOH solution (20 mL) was added. The mixture was stirred at room temperature for 5 h. Solvents were evaporated and the residue was dissolved in water, filtered and acidified with hydrochloric acid. The white solid was filtered to give [(4-fluoro-benzenesulfonyl)-methyl-amino]-acetic acid (1.68 g). LRMS calcd for C9H10FNO4S (m/e) 247.0; obsd 246.1 (ES−).

Workup

  1. customSolvents were evaporated
  2. dissolutionthe residue was dissolved in water
  3. filtrationfiltered
  4. filtrationThe white solid was filtered

Sources & evidence

ORD record
ord-fb3e1bbf56d7440e9c5e0330e297118b
Source dataset
uspto-grants-2016_06
Patent number
US09359337B2

Reaction notes

Loading…