HCID 10765851, compound → 5,5-Dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-5H-[1]benzopyrano[3,4-d]pyridine

HRID 126826Notes

Reaction equation

HRID 126826 reaction equation
C([N:8]1[CH2:13][C:12]2[C:14]3[C:23]([OH:24])=[CH:22][C:21]([CH:25]([CH:27]([CH3:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH3:26])=[CH:20][C:15]=3[O:16][C:17]([CH3:19])([CH3:18])[C:11]=2[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].C1(C)C(C)=CC=CC=1>[CH3:19][C:17]1([CH3:18])[C:11]2=[CH:10][CH:9]=[N:8][CH:13]=[C:12]2[C:14]2[C:23]([OH:24])=[CH:22][C:21]([CH:25]([CH:27]([CH3:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH3:26])=[CH:20][C:15]=2[O:16]1

Participants

4

Reactant 1

HCID 10765851HCID 10765851, compound

Product 1

HCID 197814025,5-Dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-5H-[1]benzopyrano[3,4-d]pyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7237O-XyleneSolvent

Procedure

A mixture of 2.23 g. of 2-benzyl-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine, 0.8 g. (10%) palladium on carbon, and 100 ml. of xylene was stirred and refluxed for 24 hours. After removal of the catalyst, the filtrate was evaporated in vacuo and the residue was recrystallized from acetonitrile; m.p. 154°-156°.

Workup

  1. additionA mixture of 2.23 g
  2. temperaturerefluxed for 24 hours
  3. customAfter removal of the catalyst
  4. customthe filtrate was evaporated in vacuo
  5. customthe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-3e4f0fa5d98b4928ba20c87e903fd78f
Source dataset
uspto-grants-1981_03
Patent number
US04254116

Reaction notes

Loading…