Hydrochloric Acid → HCID 18959576, compound

HRID 1708575Notes

Reaction equation

HRID 1708575 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:16][C:17]([O:19]C)=[O:18])[CH:5]=[C:6]2[C:11]=1[NH:10][CH:9]([C:12]([F:15])([F:14])[F:13])[CH2:8][CH2:7]2.[OH-].[Na+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:16][C:17]([OH:19])=[O:18])[CH:5]=[C:6]2[C:11]=1[NH:10][CH:9]([C:12]([F:14])([F:15])[F:13])[CH2:8][CH2:7]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 54259861HCID 54259861, compound

Product 1

HCID 18959576HCID 18959576, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound (1.58 g) of Example 14 was added to a mixed liquor of aqueous solution (5 ml) containing sodium hydroxide (310 mg) with ethanol (5 ml) and the mixture was stirred at room temperature for 1 hour. Water (20 ml) was added and the reaction mixutre was brought to pH 4 with concentrated hydrochloric acid, which was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain aimed product (1.41 g) as white crystals. When recrystallizing from ethyl acetate-hexane, these give a melting point of 127°-128° C.

Workup

  1. extractionwas extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5d7d86d653b34a06a4de4d9add5f79ff
Source dataset
uspto-grants-1994_10
Patent number
US05359076

Reaction notes

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