Hydrochloric Acid → HCID 86745277, compound

HRID 1197553Notes

Reaction equation

HRID 1197553 reaction equation
[N:1]([C@@:4]12[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=3)[CH2:11][CH2:10][C@@H:9]1[CH2:8][CH:7]=[CH:6][CH2:5]2)=C=O.[OH-].[K+].C1OCCOCCOCCOCCOCCOC1.[ClH:40]>C1C=CC=CC=1>[ClH:40].[CH3:19][O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH2:10][C@H:9]1[C@:4]2([NH2:1])[CH2:5][CH:6]=[CH:7][CH2:8]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2855718-Crown-6HCID 86747463HCID 86747463, compound

Product 1

HCID 86745277HCID 86745277, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of the product from Example 125 (1.5 g) in benzene (10 ml) was added 50% aqueous KOH solution and a trace of 18-crown-6. The solution was stirred at room temperature for 96 hours. The reaction was treated with aqueous 3N HCl solution (300 ml) and extracted into ether (2×50 ml), dried and concentrated. The residue was converted to give the title compound as a white solid (0.83 g, 53%) mp 270° C.

Workup

  1. extractionextracted into ether (2×50 ml)
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0a329a2afaad4202b5b6076f390622f9
Source dataset
uspto-grants-1994_01
Patent number
US05276053

Reaction notes

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