6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one → HCID 20556815, compound

HRID 1660486Notes

Reaction equation

HRID 1660486 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8](=O)[CH2:7][CH2:6]2.[C:14]1([CH3:26])[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([N:23]1[CH2:24][CH2:25][N:20]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH3:26])[CH2:21][CH2:22]1)[CH2:7][CH2:6]2

Participants

5

Reactant 2

HCID 755826-Methoxy-1,2,3,4-tetrahydronaphthalen-2-oneHCID 919652-Mepp

Product 1

HCID 20556815HCID 20556815, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

3.6 g of 6-methoxy-2-tetralone are dissolved together with 3.9 g of N-(o-tolyl)-piperazine in 50 ml of acetic acid, 1 g of a 10% palladium on charcoal catalyst is added and hydrogenation effected. When the take-up of hydrogen ceases, the catalyst is filtered off, the solvent evaporated and the residue chromatographed on Kieselgel in manner analogous to that described in Example 1. The title compound is obtained as a compact residue. M.P. 286°-288° [Hydrochloride salt form].

Workup

  1. additionis added
  2. filtrationWhen the take-up of hydrogen ceases, the catalyst is filtered off
  3. customthe solvent evaporated
  4. customthe residue chromatographed on Kieselgel in manner analogous to

Sources & evidence

ORD record
ord-33aa7838141c40ffbd467a545d68d6ad
Source dataset
uspto-grants-1981_12
Patent number
US04308266

Reaction notes

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