Hydrochloric Acid → HCID 10568313, compound

HRID 862075Notes

Reaction equation

HRID 862075 reaction equation
[Br:1][C:2]1[C:3]([Cl:24])=[CH:4][C:5]([O:20]COC)=[C:6]([CH:19]=1)[C:7]([C:9]1[C:14]([O:15]COC)=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8].Cl>CO>[Br:1][C:2]1[C:3]([Cl:24])=[CH:4][C:5]([OH:20])=[C:6]([CH:19]=1)[C:7]([C:9]1[C:14]([OH:15])=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 108357432-(5-Bromo-4-chloro-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine

Product 1

HCID 10568313HCID 10568313, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-(5-bromo-4-chloro-2-methoxymethoxybenzoyl)-3-methoxymethoxypyridine (7.73 g) in methanol (250 ml) was added hydrochloric acid (12.5 ml), which was stirred for 5 hours at 50° C. Methanol was distilled off under reduced pressure. To the residue was added ethyl acetate (5 ml), which was poured into water. Crystalline precipitate then formed was collected by filtration, washed with ethyl acetate 10 and dried to give 2-(5-bromo-4-chloro-2-hydroxybenzoyl)-3-hydroxypyridine (5.95 g) (Compound A-8).

Workup

  1. distillationMethanol was distilled off under reduced pressure
  2. additionTo the residue was added ethyl acetate (5 ml), which
  3. additionwas poured into water
  4. customCrystalline precipitate then formed
  5. filtrationwas collected by filtration
  6. washwashed with ethyl acetate 10
  7. customdried

Sources & evidence

ORD record
ord-cb31bb7f5900478c8ebe2f3eca5bbab7
Source dataset
uspto-grants-1998_02
Patent number
US05716971

Reaction notes

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