HCID 86740934, compound → HCID 86740933, compound

HRID 364123Notes

Reaction equation

HRID 364123 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:19][CH2:18][C@H:10]3[N:11]([CH2:15][CH2:16][CH3:17])[CH2:12][CH:13]=[CH:14][C@:9]3([CH3:20])[C:7]=2[CH:8]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:19][CH2:18][C@H:10]3[N:11]([CH2:15][CH2:16][CH3:17])[CH2:12][CH2:13][CH2:14][C@:9]3([CH3:20])[C:7]=2[CH:8]=1

Participants

4

Reactant 1

HCID 86740934HCID 86740934, compound

Product 1

HCID 86740933HCID 86740933, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.5 g of a mixture of cis and trans-9-methoxy-10b-methyl-4-propyl-3,4a,5,10b-tetrahydro-4H-[1]-benzopyrano[3,4-b]pyridine (Example 3b) in 30 ml of ethanol is hydrogenated at 3 atm. pressure in the presence of 500 mg of 10% palladium on charcoal catalyst for 3 hours to give cis and trans-9-methoxy-10b-methyl-4-propyl-1,2,3,4a,5,10b-hexahydro-4H-[1]-benzopyrano[3,4-b]pyridine as a mixture of isomers.

Sources & evidence

ORD record
ord-e96a5d74c0a04a5593e555a06d4b0bd4
Source dataset
uspto-grants-1986_08
Patent number
US04604397

Reaction notes

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