Hydrochloric Acid → HCID 20325847, compound

HRID 372603Notes

Reaction equation

HRID 372603 reaction equation
C[C:2]1[CH:6]=[CH:5][N:4]([CH2:7][O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:3]=1[C:16](=[O:20])[C:17]([O-:19])=[O:18].[OH-].[Na+].Cl>CO>[CH2:9]([O:8][CH2:7][N:4]1[CH:5]=[CH:6][CH:2]=[C:3]1[C:16](=[O:20])[C:17]([OH:19])=[O:18])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86735723HCID 86735723, compound

Product 1

HCID 20325847HCID 20325847, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crude methyl-N-benzyloxymethylpyrrol-2-ylglyoxylate (10 g) in methanol (150 ml) was treated with sodium hydroxide solution (N: 40 ml) at room temperature for 1 hr. Thin-layer chromatography showed complete hydrolysis. Hydrochloric acid (2N: 20 ml) was added and the methanol was removed by evaporation. The residue was shaken with sodium bicarbonate solution and ether. The aqueous layer was acidified under ether and the ether extract was washed with water and dried. Evaporation gave the acid as an orange oil (4.5 g, 55%); this material was used directly to make the synmethoxime described in Preparation 49.

Workup

  1. customhydrolysis
  2. customthe methanol was removed by evaporation
  3. extractionthe ether extract
  4. washwas washed with water
  5. customdried
  6. customEvaporation

Sources & evidence

ORD record
ord-4cc050ae326d4c45a635d1134b01ad4e
Source dataset
uspto-grants-1978_05
Patent number
US04091209

Reaction notes

Loading…