HCID 10694101, compound → HCID 21439812, compound

HRID 328690Notes

Reaction equation

HRID 328690 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2[C:14](=[O:32])[O:15][C:16]3[CH:21]=[C:20]([CH:22]([CH:24]([CH3:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:23])[CH:19]=[C:18]([OH:31])[C:17]=3[C:10]=2[CH2:9]1)C1C=CC=CC=1>[Pd].C1(C)C(C)=CC=CC=1>[OH:31][C:18]1[C:17]2[C:10]3[CH:9]=[N:8][CH:13]=[CH:12][C:11]=3[C:14](=[O:32])[O:15][C:16]=2[CH:21]=[C:20]([CH:22]([CH:24]([CH3:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:23])[CH:19]=1

Participants

4

Reactant 1

HCID 10694101HCID 10694101, compound

Product 1

HCID 21439812HCID 21439812, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7237O-XyleneSolvent

Procedure

A mixture of 3.42 g. of 2-benzyl-10-hydroxy-8-(3-methyl-2-octyl)-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine, 1.0 g. of 10% palladium on carbon, and 120 ml. of xylene was stirred and refluxed for 23 hours. The mixture was filtered to remove the catalyst and the filtrate was evaporated to dryness in vacuo. The residue was recrystallized from acetonitrile to yield the pure product; m.p. 122°-123°.

Workup

  1. additionA mixture of 3.42 g
  2. temperaturerefluxed for 23 hours
  3. filtrationThe mixture was filtered
  4. customto remove the catalyst
  5. customthe filtrate was evaporated to dryness in vacuo
  6. customThe residue was recrystallized from acetonitrile
  7. customto yield the pure product

Sources & evidence

ORD record
ord-bdbe222c01644ade8d0c23b8c7bbcc48
Source dataset
uspto-grants-1977_04
Patent number
US04018777

Reaction notes

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