Hydrochloric Acid → HCID 20309539, compound

HRID 1579285Notes

Reaction equation

HRID 1579285 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].[CH:20](Cl)(Cl)Cl>CO>[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14910078HCID 14910078, compound

Product 1

HCID 20309539HCID 20309539, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen chloride gas was passed through a gently boiling solution of 3-(5-acetamido-2-hydroxybenzoyl) propionic acid (1.2 g) in dry methanol (20 ml) until esterification was complete. The reaction mixture was then poured into ice-water and chloroform added. The chloroform extract was washed with sodium bicarbonate solution then water, and finally dried and evaporated to leave methyl 3-(5-acetamido-2-hydroxybenzoyl)propionate as a solid (0.75 g, 59%; m.p. 145°-147°C; M+, 265, M 265).

Workup

  1. additionadded
  2. extractionThe chloroform extract
  3. washwas washed with sodium bicarbonate solution
  4. dry with materialwater, and finally dried
  5. customevaporated

Sources & evidence

ORD record
ord-18770090a10440f492b3c433e8fb99ae
Source dataset
uspto-grants-1976_01
Patent number
US03931177

Reaction notes

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