Diethyl Ether → HCID 86747654, compound

HRID 487100Notes

Reaction equation

HRID 487100 reaction equation
[ClH:1].[CH2:2]([N:6]1[CH2:15][CH2:14][C:13]2[C:12]3[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=3[CH2:10][CH2:9][C:8]=2[CH2:7]1)[CH2:3][CH2:4][CH3:5].CCOCC>C(O)C.[Pt](=O)=O>[ClH:1].[CH2:2]([N:6]1[CH2:15][CH2:14][C@H:13]2[C@H:8]([CH2:9][CH2:10][C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=32)[CH2:7]1)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 19093638HCID 19093638, compound

Product 1

HCID 86747654HCID 86747654, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.153 g (0.55 mmol) of 3-butyl-1,2,3,4,5,6-hexahydro-benz[f]isoquinoline hydrochloride and 0.080 g of platinum (iv) oxide in 20 ml of ethanol was hydrogenated at 50 p.s.i. overnight. The mixture was filtered and evaporated in vacuo to yield a white gum. Trituration with ether gave the title product as a white solid. NMR δ(D2O) 0.95 (3H, t), 1.35 (3H, m), 1.6-2.2 (6H, m), 2.25-3.85 (11H, m), 7.2 (4H, m). m/z (CI+, NH3) 244 (M+H)+.

Workup

  1. customovernight
  2. filtrationThe mixture was filtered
  3. customevaporated in vacuo
  4. customto yield a white gum

Sources & evidence

ORD record
ord-03c17d53b53c490397d91c30c7a46858
Source dataset
uspto-grants-1994_03
Patent number
US05294618

Reaction notes

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