Hydrochloric Acid → HCID 18959602, compound

HRID 1708572Notes

Reaction equation

HRID 1708572 reaction equation
[C:1]1([CH:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([CH2:17][C:18]([O:20]CC)=[O:19])[CH:13]=3)[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:23]I.[OH-].[K+].Cl>O.CC(C)=O>[CH3:23][N:8]1[C:9]2[C:14](=[CH:13][C:12]([CH2:17][C:18]([OH:20])=[O:19])=[CH:11][CH:10]=2)[CH2:15][CH2:16][CH:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 54433621HCID 54433621, compound

Product 1

HCID 18959602HCID 18959602, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

The compound (3 g) of Example 2 was dissolved into acetone and, after methyl iodide (0.8 ml) and potassium hydroxide (3.7 g) were added, the mixture was stirred at 40° C. for 20 hours under heat. After water was added and the reaction mixture was acidified with hydrochloric acid, it was extracted with methylene chloride. The residue obtained by drying methylene chloride layer over anhydrous sodium sulfate and then concentrating under reduced pressure was recrystallized from ethanol-hexane to obtain aimed product (1.25 g) as pale yellow powdery crystals. Melting point: 110°-111° C.

Workup

  1. temperatureunder heat
  2. extractionwas extracted with methylene chloride
  3. customThe residue obtained
  4. dry with materialby drying methylene chloride layer over anhydrous sodium sulfate
  5. concentrationconcentrating under reduced pressure
  6. customwas recrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-133cb20e7a334784867dbabb772ea916
Source dataset
uspto-grants-1994_10
Patent number
US05359076

Reaction notes

Loading…