Hydrochloric Acid → HCID 22903450, compound

HRID 1488947Notes

Reaction equation

HRID 1488947 reaction equation
C([O:3][C:4](=[O:30])[CH:5]([CH:7]1[O:13][CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])[C:11]2[CH:21]=[C:22]([Cl:25])[CH:23]=[CH:24][C:10]=2[N:9]([CH:26]([CH3:28])[CH3:27])[C:8]1=[O:29])[OH:6])C.[OH-].[Na+].Cl>C(O)C>[Cl:25][C:22]1[CH:23]=[CH:24][C:10]2[N:9]([CH:26]([CH3:28])[CH3:27])[C:8](=[O:29])[CH:7]([CH:5]([OH:6])[C:4]([OH:30])=[O:3])[O:13][CH:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:11]=2[CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53982694HCID 53982694, compound

Product 1

HCID 22903450HCID 22903450, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (8 ml) was dissolved (3RS,5SR,αSR)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid ethyl ester (0.3 g) obtained in Example 1. To the solution was added 1N sodium hydroxide (2 ml), and the mixture was left standing for 20 minutes at room temperature. To the resultant mixture was added 1N hydrochloric acid (50 ml) to make the solution acid, followed by extraction with ethyl acetate (50 ml). The extract solution was washed with water, dried over anhydrous magnesium sulfate, then the solvent was distilled off under reduced pressure to give (3RS,5SR,αSR)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid (0.26 g) as prisms, m.p. 245°-247° C. (decomp.).

Workup

  1. waitthe mixture was left
  2. extractionfollowed by extraction with ethyl acetate (50 ml)
  3. washThe extract solution was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1ab2e4f6cb5a4e6b9f5b956d9c33c928
Source dataset
uspto-grants-1997_10
Patent number
US05677298

Reaction notes

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