HCID 15037608, compound → HCID 15037609, compound

HRID 703119Notes

Reaction equation

HRID 703119 reaction equation
C(OC([NH:8][CH2:9][CH2:10][O:11][C:12]([N:14]1[CH2:23][CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15]1)=[O:13])=O)(C)(C)C>C(Cl)(Cl)Cl.Cl>[CH2:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH2:23][N:14]1[C:12]([O:11][CH2:10][CH2:9][NH2:8])=[O:13]

Participants

4

Reactant 1

HCID 15037608HCID 15037608, compound

Product 1

HCID 15037609HCID 15037609, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6212ChloroformSolvent

Procedure

5.435 g (16.9 mmole) of the compound (1) synthesized in (i) was dissolved in 15 ml of chloroform, to which 10 ml of hydrochloric acid-saturated methanol was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and 50 ml of 1 N sodium hydroxide aqueous solution was added to the resultant crude product, followed by extraction with chloroform. The organic phase was dried with anhydrous potassium carbonate, and the solvent was evaporated off under reduced pressure, to give 3.72 g of the desired compound (2) (100%, colorless oil).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and 50 ml of 1 N sodium hydroxide aqueous solution
  3. additionwas added to the resultant crude product
  4. extractionfollowed by extraction with chloroform
  5. dry with materialThe organic phase was dried with anhydrous potassium carbonate
  6. customthe solvent was evaporated off under reduced pressure

Sources & evidence

ORD record
ord-be1f2ab862f74ac4bbf8a34a66d30a80
Source dataset
uspto-grants-1991_01
Patent number
US04981860

Reaction notes

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