Hydrochloric Acid → HCID 20564876, compound

HRID 2398970Notes

Reaction equation

HRID 2398970 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]([C:12]([OH:14])=[O:13])[NH2:11])[CH:6]=[CH:7][C:8]=1[OH:9].Cl.[CH3:16]O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]([C:12]([O:14][CH3:16])=[O:13])[NH2:11])[CH:6]=[CH:7][C:8]=1[OH:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2772354amino(4-hydroxy-3-methoxyphenyl)acetic acid

Product 1

HCID 20564876HCID 20564876, compound

Procedure

A cooled suspension of 94 g. (0.476 mole) of 2-(3'-methoxy-4'hydroxyphenyl)glycine in 500 ml. of absolute methanol was gassed at a rapid rate with HCl for 20 minutes. At first a clear solution was obtained and then crystalline product separated in quantity. After 20 hours the methyl ester hydrochloride was filtered and washed sparingly with methanol; 99.6 g. after air drying. A cooled solution of the hydrochloride in 800 ml. of water was adjusted to pH 8 (NaOH) giving a crystalline precipitate of the ester free base; 81.3 g. The IR and NMR spectra were consistent.

Workup

  1. additionA cooled suspension of 94 g
  2. customAt first a clear solution was obtained
  3. customcrystalline product separated in quantity
  4. filtrationAfter 20 hours the methyl ester hydrochloride was filtered
  5. washwashed sparingly with methanol
  6. customafter air drying

Sources & evidence

ORD record
ord-0064d46a1c384b1187eb6736b7146b8a
Source dataset
uspto-grants-1977_05
Patent number
US04026888

Reaction notes

Loading…