P-Cymene → 5,5-dimethyl-10-hydroxy-8-methyl-5H-[1]benzopyrano[3,4-d]pyridine

HRID 1658072Notes

Reaction equation

HRID 1658072 reaction equation
C([N:8]1[CH2:13][C:12]2[C:14]3[C:23]([OH:24])=[CH:22][C:21]([CH3:25])=[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.C1(C(C)C)C=CC(C)=CC=1>[Pd]>[OH:24][C:23]1[C:14]2[C:12]3[C:11]([C:17]([CH3:18])([CH3:19])[O:16][C:15]=2[CH:20]=[C:21]([CH3:25])[CH:22]=1)=[CH:10][CH:9]=[N:8][CH:13]=3

Participants

4

Reactant 2

HCID 7463P-CymeneHCID 215326122-benzyl-10-hydroxy-5,5,8-trimethyl-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine

Product 1

HCID 202878375,5-dimethyl-10-hydroxy-8-methyl-5H-[1]benzopyrano[3,4-d]pyridine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Reaction of 2-benzyl-10-hydroxy-5,5,8-trimethyl-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine (100 mg., U.S. Pat. No. 3,535,327) with Pd/C in boiling cymene gives 10-hydroxy-5,5,8-trimethyl-5H[1]benzopyrano[3,4-d]pyridine.

Sources & evidence

ORD record
ord-30da125517fe4424b733ceeeeeb4de79
Source dataset
uspto-grants-1976_06
Patent number
US03962448

Reaction notes

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