8-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amine → HCID 178457758, compound

HRID 2362602Notes

Reaction equation

HRID 2362602 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH2:11][CH:10]([NH:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:8]2.[C-:17]1([CH2:22][C:23]([OH:25])=O)[CH:21]=[CH:20][CH:19]=[CH:18]1.[CH-:26]1[CH:30]=[CH:29][CH:28]=[CH:27]1.[Fe+2:31]>CCCCCC.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH2:11][CH:10]([N:13]([CH2:14][CH2:15][CH3:16])[C:23](=[O:25])[CH2:22][C-:17]1[CH:18]=[CH:19][CH:20]=[CH:21]1)[CH2:9][CH2:8]2.[CH-:26]1[CH:30]=[CH:29][CH:28]=[CH:27]1.[Fe+2:31]

Participants

4

Reactant 2

HCID 127414178-methoxy-N-propyl-1,2,3,4-tetrahydronaphthalen-2-amineHCID 157685011287-16-7

Product 1

HCID 178457758HCID 178457758, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Synthesis worked according to the preparation of A4-4 when using 360 mg (1.6 mmol) N-(8-methoxytetralin-2-yl)-N-propylamine (A2-1: R=OMe) and 240 mg (0.99 mmol) ferrocenylacetic acid (A3-7: W=OH, Cy=ferrocenyl). Flash chromatography of the residue on silica gel with a mixture of hexane/ethyl acetate 10/1 gave the crude product N-(8-methoxytetralin-2-yl)-N-propyl-2-ferrocenylacetamide.

Workup

  1. customSynthesis
  2. customworked according to the preparation of A4-4 when

Sources & evidence

ORD record
ord-a6a65935151c40ec850632b53c04de13
Source dataset
uspto-grants-2014_04
Patent number
US08691839B2

Reaction notes

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