Tin atom → 4-Amino-3'-methoxystilbene

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH:4]=1.[Sn]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:9]=[CH:10]/[C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 5352426Tin atom

HCID 6440430(E)-3-Methoxy-4'-nitrostilbene

Product 1

HCID 64403844-Amino-3'-methoxystilbene

Procedure

In an analogous manner to that described in Example 37b), the reduction of (E)-1-methoxy-3-[2-(4-nitrophenyl)ethenyl]-benzene using tin yields the (E)-4-[2-(3-methoxy-phenyl)-vinyl]-phenylamine as a brown oil; MS: m/e=226 (M+H)+.

Sources & evidence

ORD record: ord-122b5dcb56324372b374fdcdf2cbd288
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07037935B2

Reaction notes

Loading…