HCID 86599218, compound → HCID 11960871, compound

HRID 2116156Notes

Reaction equation

HRID 2116156 reaction equation
[N:1]([CH2:4][CH:5]1[CH2:9][C:8]2[CH:10]=[C:11]([Cl:21])[CH:12]=[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=3)[C:7]=2[O:6]1)=[N+]=[N-]>[Pt]>[Cl:21][C:11]1[CH:12]=[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)[C:7]2[O:6][CH:5]([CH2:4][NH2:1])[CH2:9][C:8]=2[CH:10]=1

Participants

3

Reactant 1

HCID 86599218HCID 86599218, compound

Product 1

HCID 11960871HCID 11960871, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

Treatment of (±)-2-(azidomethyl)-5-chloro-7-(3-methylphenyl)-2,3-dihydro-1-benzofuran (0.26 g, 0.87 mmol) with sulfided platinum on carbon (85 mg, 5 wt. %) generally according to the procedure described for Example 1 afforded 0.14 g (59%) of (±)-1-[5-chloro-7-(3-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine as a white solid, hydrochloride salt. mp 268-271° C.; Anal. calcd. for C16H16ClNOHCl: C, 61.95; H, 5.52; N, 4.52. Found: C, 61.01; H, 5.44; N, 4.35.

Sources & evidence

ORD record
ord-380b537dc5e94f009a058b31bad3d174
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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