HCID 54448452, compound → HCID 19040674, compound

HRID 1683775Notes

Reaction equation

HRID 1683775 reaction equation
[Cl:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5]([CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=[O:19])=[CH:4][CH:3]=1>C(O)C.[Pt]=O>[Cl:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5]([CH2:14][CH2:15][CH2:16][CH2:17][CH:18]=[O:19])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 54448452HCID 54448452, compound

Product 1

HCID 19040674HCID 19040674, compoundYield 16.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 82844Platinum oxide (PtO)Solvent

Procedure

A solution of 5-(9-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepin-6-yl)-2,4-pentadienal (3 g) in ethanol (100 ml) and platinum oxide was shaken under hydrogen (50 psi) for 2 hours, filtered, concentrated and the residue chromatographed on silica gel eluted with a gradient of methanol-methylene chloride (3:97°-7:93) to give 0.5 g of 9-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine-6-pentanal.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customthe residue chromatographed on silica gel
  4. washeluted with a gradient of methanol-methylene chloride (3:97°-7:93)

Sources & evidence

ORD record
ord-a3836d97378a4e2790eb6bc835b04148
Source dataset
uspto-grants-1997_06
Patent number
US05639748

Reaction notes

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