Glycine → ((3-(Trifluoromethyl)benzoyl)amino)acetic acid

HRID 1200136Notes

Reaction equation

HRID 1200136 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].[NH2:14][CH2:15][C:16]([OH:18])=[O:17].[OH-].[Na+]>>[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH:14][CH2:15][C:16]([OH:18])=[O:17])=[O:7]

Participants

4

Reactant 3

HCID 750GlycineHCID 14798Sodium HydroxideHCID 752573-(Trifluoromethyl)benzoyl chloride

Product 1

HCID 2777432((3-(Trifluoromethyl)benzoyl)amino)acetic acid

Conditions

Temperature
70 °C

Procedure

5.5 of 3-trifluoromethylbenzoyl chloride were dropped slowly onto 15 ml of an aqueous solution containing 2.0 g of glycine and 2.1 g of sodium hydroxide, and then, after the dropwise addition was complete, the reaction solution was heated at 70° C. for 2 hours, with stirring. The mixture was allowed to stand to cool, and then the reaction solution was washed with ethyl acetate, the aqueous layer was neutralized with 8N hydrochloric acid, and the crystals which separated out were filtered to afford 4.6 g of the title compound, after drying.

Workup

  1. additionafter the dropwise addition
  2. temperatureto cool
  3. washthe reaction solution was washed with ethyl acetate
  4. customthe crystals which separated out
  5. filtrationwere filtered

Sources & evidence

ORD record
ord-251c4d4a8bb64e69bfd60d7f9300b872
Source dataset
uspto-grants-1990_02
Patent number
US04904680

Reaction notes

Loading…