HCID 86599237, compound → HCID 68966463, compound

HRID 2116182Notes

Reaction equation

HRID 2116182 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[C:17]3[O:16][CH:15]([CH2:18][N:19]=[N+]=[N-])[CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd]>[C:1]1([CH2:7][CH2:8][C:9]2[C:17]3[O:16][CH:15]([CH2:18][NH2:19])[CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 86599237HCID 86599237, compound

Product 1

HCID 68966463HCID 68966463, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Treatment of (±)-{7-[(E)-2-phenylvinyl]-2,3-dihydro-1-benzofuran-2-yl}methyl azide (2.2 g, 7.9 mmol) with palladium on carbon (0.22 g, 10 wt. %) generally according to the procedure described for Example 1 provided 1.1 g (48%) of (±)-1-[7-(2-phenylethyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine as a white solid, hydrochloride salt. mp 155-157° C.; Anal. calcd. for C17H19NOHCl: C, 70.46; H, 6.96; N, 4.83. Found: C, 70.11; H, 7.08; N, 4.62.

Sources & evidence

ORD record
ord-14ddb909094346ed88d3a8096ab1b934
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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