Hydrochloric Acid → HCID 20309539, compound

HRID 1763319Notes

Reaction equation

HRID 1763319 reaction equation
Cl.[C:2]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([OH:19])=[C:10]([CH:18]=1)[C:11]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])(=[O:4])[CH3:3].[CH3:20]O>>[C:2]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([OH:19])=[C:10]([CH:18]=1)[C:11]([CH2:13][CH2:14][C:15]([O:17][CH3:20])=[O:16])=[O:12])(=[O:4])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14910078HCID 14910078, compound

Product 1

HCID 20309539HCID 20309539, compoundYield 59%

Procedure

Hydrogen chloride gas was passed through a gently boiling solution of 3-(5-acetamido-2-hydroxybenzoyl)propionic acid (1.2 g, 0.0048 mole) in dry methanol (20 ml) until esterification was complete. The reaction mixture was poured into ice-water and extracted with chloroform. The extract was washed with sodium bicarbonate solution and water, dried and evaporated to give methyl 3-(5-acetamido-2-hydroxybenzoyl)propionate (0.75 g, 59%, m.p. 145°-147°). (Found: M+, 265. C13H15NO5 requires: M, 265).

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with sodium bicarbonate solution and water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-9a22692aad0240049645bf6073196c37
Source dataset
uspto-grants-1978_09
Patent number
US04111936

Reaction notes

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