9-(2-cyclohexenyl)-2-propoxy-9H-adenine → 9-Cyclohexyl-2-n-propoxy-9H-adenine

HRID 904625Notes

Reaction equation

HRID 904625 reaction equation
[CH:1]1([N:7]2[CH:15]=[N:14][C:13]3[C:8]2=[N:9][C:10]([O:17][CH2:18][CH2:19][CH3:20])=[N:11][C:12]=3[NH2:16])[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1>C(O)C.[Pd]>[CH:1]1([N:7]2[CH:15]=[N:14][C:13]3[C:8]2=[N:9][C:10]([O:17][CH2:18][CH2:19][CH3:20])=[N:11][C:12]=3[NH2:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 127778309-(2-cyclohexenyl)-2-propoxy-9H-adenine

Product 1

HCID 518149-Cyclohexyl-2-n-propoxy-9H-adenine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.21 g (7.8 mmoles) of 9-(2-cyclohexenyl)-2-propoxy-9H-adenine in 30 mL of 90% ethanol was hydrogenated overnight with 250 mg of 10% palladium on carbon and then filtered. The filtrate was evaporated in vacuo, giving a residue which was crystallized from ethyl acetate--n-hexane. Yield 1.85 g (76%); melting point 148°-150° C.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated in vacuo
  3. customgiving a residue which
  4. customwas crystallized from ethyl acetate

Sources & evidence

ORD record
ord-c2d9738041144ff48bc99cb88811306a
Source dataset
uspto-grants-1983_12
Patent number
US04419358

Reaction notes

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