Hydrochloric Acid → HCID 135665344, compound

HRID 1941202Notes

Reaction equation

HRID 1941202 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][C:28]=1[O:29]COC)/[CH:6]=[CH:7]/[C:8]1[N:16]([CH3:17])[C:15]2[C:14](=[O:18])[N:13]([CH2:19][CH2:20][CH3:21])[C:12](=[O:22])[N:11]([CH2:23][CH2:24][CH3:25])[C:10]=2[N:9]=1.Cl.[OH-].[Na+].O>O1CCCC1>[OH:29][C:28]1[CH:27]=[CH:26][C:5](/[CH:6]=[CH:7]/[C:8]2[N:16]([CH3:17])[C:15]3[C:14](=[O:18])[N:13]([CH2:19][CH2:20][CH3:21])[C:12](=[O:22])[N:11]([CH2:23][CH2:24][CH3:25])[C:10]=3[N:9]=2)=[CH:4][C:3]=1[O:2][CH3:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 21460366HCID 21460366, compound

Product 1

HCID 135665344HCID 135665344, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound d (3.00 g, 6.78 mmol) obtained in Reference Example 4 was suspended in 60 ml of tetrahydrofuran, and 2N hydrochloric acid (17 ml) was added thereto, followed by heating under reflux for 1 hour. The reaction mixture was neutralized by adding 2N sodium hydroxide under ice-cooling. Water was added to the reaction mixture, and the resulting precipitate was collected by filtration. The obtained crude product was recrystallized from hexane/ethyl acetate to give 1.93 g (72% yield) of Compound e as pale yellow crystals.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 1 hour
  3. temperaturecooling
  4. filtrationthe resulting precipitate was collected by filtration
  5. customThe obtained crude product
  6. customwas recrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-273ad68bf9904fc4b65a3a447a387e63
Source dataset
uspto-grants-1997_12
Patent number
US05703085

Reaction notes

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