Hydrochloric Acid → HCID 66771512, compound

HRID 468148Notes

Reaction equation

HRID 468148 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])[N:14]=[C:13]([C:24]([O-:26])=[O:25])[C:12]=2[CH3:27])[CH3:10])=[CH:4][CH:3]=1.[Li+].[OH-].C1COCC1.Cl>O.CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=3[Cl:23])[N:14]=[C:13]([C:24]([OH:26])=[O:25])[C:12]=2[CH3:27])[CH3:10])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86684763HCID 86684763, compound

Product 1

HCID 66771512HCID 66771512, compoundYield 14.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The mixture of 46e (3.34 mmol, 1.5 g), LiOH (13.3 mmol, 319 mg), THF (7 mL), MeOH (7 mL), and H2O (37 mL) was stirred at room temperature for 4 h. The mixture was acidified with 1N HCl to pH=5 and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give 46f (202 mg).

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3222d6edf09b410d91dabca0dde6e400
Source dataset
uspto-grants-2014_01
Patent number
US08623858B2

Reaction notes

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