Hydrochloric Acid → HCID 86739343, compound

HRID 325421Notes

Reaction equation

HRID 325421 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]2[C:10]3[N:11]([CH3:28])[C:12]([CH2:22][C:23]([O:25]CC)=[O:24])=[C:13](C(OCC)=O)[C:14]=3[CH2:15][CH2:16][C:4]=2[CH:3]=1.[OH-:29].[Na+].Cl.[CH2:32]([OH:34])C>>[Cl:1][C:2]1[CH:8]=[CH:7][C:6](=[O:9])[C:5]2[C:10]3[N:11]([CH3:28])[C:12]([CH2:22][C:23]([OH:25])=[O:24])=[C:13]([OH:29])[C:14]=3[C:15](=[C:32]=[O:34])[CH2:16][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86739344HCID 86739344, compound

Product 1

HCID 86739343HCID 86739343, compoundYield 75%

Procedure

Ethyl 1,4,5,10-tetrahydro-7-chloro-3-ethoxycarbonyl-1-methyl-10-oxo-benzocyclohepta[1,2-b]-pyrrole-2-acetate (7.87 g, 19.5 mmol) is suspended in ethanol (20 ml) and is heated at reflux. To the resulting mixture is added 2.5 N aqueous sodium hydroxide (20 ml, 50 mmol). The reaction is heated at reflux with stirring for 1 hour after it becomes homogeneous. The solution is cooled and diluted with ice water (150 ml), then acidified to pH 2 with 6 N aqueous HCl. The resulting precipitate is filtered and dried in vacuo to give 5.06 g (75%) of 1,4,5,10-tetrahydro-7-chloro-3-hydroxy-carbonyl-1-methyl-10-oxobenzocyclohepta[1,2-b]pyrrole-2-acetic acid.

Workup

  1. temperatureis heated
  2. temperatureat reflux
  3. temperatureThe reaction is heated
  4. temperatureat reflux
  5. temperatureThe solution is cooled
  6. filtrationThe resulting precipitate is filtered
  7. customdried in vacuo

Sources & evidence

ORD record
ord-18bb18e96ac9410fb5bc37e3a656b33a
Source dataset
uspto-grants-1984_04
Patent number
US04440779

Reaction notes

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