HCID 131715621, compound → HCID 131715620, compound

HRID 580421Notes

Reaction equation

HRID 580421 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:29])[CH2:4][CH2:5][N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][C@H:9]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C@H:8]([CH2:25][CH:26]=[CH2:27])[C:7]1=[O:28]>[Pd]>[ClH:1].[CH3:29][N:3]([CH3:2])[CH2:4][CH2:5][N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][C@H:9]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C@H:8]([CH2:25][CH2:26][CH3:27])[C:7]1=[O:28]

Participants

3

Reactant 1

HCID 131715621HCID 131715621, compound

Product 1

HCID 131715620HCID 131715620, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of (cis)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-3-(2-propenyl)-2H-1-benzazepin-2-one, monohydrochloride (1.5 g, 3.62 mmol; see Example 16) containing a 10% palladium on charcoal suspension (0.15 g, 10% b/w) was hydrogenated overnight at 1 atmosphere. The suspension was filtered through a Celite pad and evaporated in vacuo to yield 1.47 g of a white solid, melting point 178°-180° C., dec.

Workup

  1. filtrationThe suspension was filtered through a Celite pad
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-656e3a6800d345a5b4b976aa8d816061
Source dataset
uspto-grants-1988_06
Patent number
US04752645

Reaction notes

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