HCID 86599133, compound → HCID 11960770, compound

HRID 2116193Notes

Reaction equation

HRID 2116193 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[O:15][CH:14]([CH2:17][NH:18]C(=O)OCC4C=CC=CC=4)[CH2:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1>[Pd]>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[O:15][CH:14]([CH2:17][NH2:18])[CH2:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86599133HCID 86599133, compound

Product 1

HCID 11960770HCID 11960770, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Treatment of (−)-benzyl {[7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}carbamate (0.330 g, 0.874 mmol) with palladium on carbon (0.033 g, 10 wt. %) generally according to the procedure described for Example 1 provided 0.135 g (55%) of (−)-1-[7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine as a white solid, hydrochloride salt. [α]D25=−19.00 (c 10.0 in methanol); mp 186-188° C.; Anal. calcd. for C15H14FNOHCl: C, 64.4; H, 5.4; N, 5.01. Found: C, 63.52; H, 5.16; N, 4.91.

Sources & evidence

ORD record
ord-1be27fa9a2bb4f14b1b1fb27d1084aa5
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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