Hydrochloric Acid → HCID 66771512, compound

HRID 401678Notes

Reaction equation

HRID 401678 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-4331d9ecdebb4eac863966f7d689bbb4
Source dataset
uspto-grants-2014_06
Patent number
US08741887B2

Reaction notes

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