Hydrochloric Acid → HCID 19862591, compound

HRID 1165175Notes

Reaction equation

HRID 1165175 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH3:21])[C:10]=1[CH3:22])C1C=CC=CC=1.[ClH:23]>C(O)(C)C>[ClH:23].[CH2:20]([O:19][CH2:18][CH2:17][CH2:16][N:11]1[CH:12]=[CH:13][C:14](=[O:15])[C:9]([OH:8])=[C:10]1[CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14956291HCID 14956291, compound

Product 1

HCID 19862591HCID 19862591, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The amorphous 3-benzyloxy-1-(3-ethoxypropyl)-2-methyl-4(1H)-pyridinone so obtained is taken up in 100 ml of concentrated aqueous hydrochloric acid and refluxed for 3 minutes. The solution so obtained is diluted with isopropanol and evaporated to dryness. The residue is crystallised from isopropanol and washed with ethyl acetate, affording 1-(3-ethoxypropyl)-3-hydroxy-2-methyl-4(1H)-pyridinone hydrochloride which melts at 130°-131° C.

Workup

  1. temperaturerefluxed for 3 minutes
  2. customThe solution so obtained
  3. customevaporated to dryness
  4. customThe residue is crystallised from isopropanol
  5. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-cb2dda82709340dba7bf3fa7144af3dd
Source dataset
uspto-grants-1990_03
Patent number
US04908371

Reaction notes

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