8-Methoxy-3,4-dihydronaphthalen-1(2H)-one → 8-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amine

HRID 1824141Notes

Reaction equation

HRID 1824141 reaction equation
O1C2CCCC([NH2:10])C=2C=C1.[CH3:11][O:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[C:21](=O)[CH2:20][CH2:19][CH2:18]2>>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[CH:21]([NH2:10])[CH2:20][CH2:19][CH2:18]2

Participants

3

Reactant 2

HCID 112753358-Methoxy-3,4-dihydronaphthalen-1(2H)-oneHCID 185251714,5,6,7-Tetrahydro-1-benzofuran-4-amine

Product 1

HCID 221473568-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amine

Procedure

Following the procedure for the preparation of 4,5,6,7-tetrahydro-1-benzofuran-4-amine but substituting 8-methoxy-3,4-dihydronaphthalen-1(2H)-one and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ) 7.13, 6.73, 4.21, 3.87, 2.78–2.72, 1.88; HRMS (FAB) calcd for C11H15NO+H 178.1232, found 178.1232.

Sources & evidence

ORD record
ord-f51735332e5c4c0eb82df659798e23d3
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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