HCID 68584349, compound → HCID 11424242, compound

HRID 13964Notes

Reaction equation

HRID 13964 reaction equation
[O:1]1[CH:5]([CH2:6][NH:7]C(=O)OCC2C=CC=CC=2)[CH2:4][C:3]2[CH:18]=[C:19]3[C:24](=[CH:25][C:2]1=2)[CH2:23][CH2:22][CH2:21][CH2:20]3>[Pd]>[O:1]1[CH:5]([CH2:6][NH2:7])[CH2:4][C:3]2[CH:18]=[C:19]3[C:24](=[CH:25][C:2]1=2)[CH2:23][CH2:22][CH2:21][CH2:20]3

Participants

3

Reactant 1

HCID 68584349HCID 68584349, compound

Product 1

HCID 11424242HCID 11424242, compoundYield 106.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Treatment of (±)-benzyl 2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-2-ylmethylcarbamate (1.00 g, 2.96 mmol) with palladium on carbon (10 wt. %, 0.100 g) generally according to the procedure described for Example 2 provided 0.643 g (91%) of (±)-1-(2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-2-yl)methanamine as a white solid, hydrochloride salt. mp>225° C.; Anal. calcd. for C13H17NOHCl: C, 65.13; H, 7.57; N, 5.84. Found: C, 65.0; H, 7.87; N, 5.77.

Sources & evidence

ORD record
ord-b313aff4edec4f16aba4da2d162b6aeb
Source dataset
uspto-grants-2010_06
Patent number
US07728155B2

Reaction notes

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