Hydrochloric Acid → HCID 20478414, compound

HRID 904675Notes

Reaction equation

HRID 904675 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH3:13])[C:8]3[C:14](=[O:23])[CH:15]=[C:16]([C:18]([O:20]CC)=[O:19])[O:17][C:7]=3[C:6]=2[N:5]=[C:4]([C:24]([O:26]C)=[O:25])[CH:3]=1.Cl>C(O)(=O)C>[Cl:1][C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH3:13])[C:8]3[C:14](=[O:23])[CH:15]=[C:16]([C:18]([OH:20])=[O:19])[O:17][C:7]=3[C:6]=2[N:5]=[C:4]([C:24]([OH:26])=[O:25])[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20478384HCID 20478384, compound

Product 1

HCID 20478414HCID 20478414, compoundYield 34.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To the product of step (e) (2.6 g) in glacial acetic acid (20 mls) was added concentrated hydrochloric acid (5.2 mls) and the whole was heated on a steam bath for three hours, during which time a solid slowly crystallised out of solution. The reaction mixture was cooled to room temperature and the crystallised solid was filtered off, washed thrice with glacial acetic acid and twice with diethyl ether. The resulting pale yellow solid was dried over sodium hydroxide pellets at 90° C. under a reduced pressure of 1 mm Hg for 2.5 hours, affording 0.8 g of the sub-title compound. N.M.R. Spectroscopy confirmed the structure.

Workup

  1. temperaturethe whole was heated on a steam bath for three hours, during which time a solid
  2. customslowly crystallised out of solution
  3. filtrationthe crystallised solid was filtered off
  4. washwashed thrice with glacial acetic acid
  5. dry with materialThe resulting pale yellow solid was dried over sodium hydroxide pellets at 90° C. under a reduced pressure of 1 mm Hg for 2.5 hours

Sources & evidence

ORD record
ord-11d7c5c63b3f414ca17b7e268f0acee7
Source dataset
uspto-grants-1983_12
Patent number
US04419352

Reaction notes

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