Borane → Benzenemethanamine, 3,5-dichloro-

HRID 1722719Notes

Reaction equation

HRID 1722719 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=O.C1C(/C=N/O)=CC=[N+:15](C[N+]2C=CC(/C=N/O)=CC=2)C=1.[Br-].[Br-].B>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH2:5][NH2:15]

Participants

4

Reactant 2

HCID 6331BoraneHCID 178526342HCID 178526342, compound

Product 1

HCID 457602Benzenemethanamine, 3,5-dichloro-Yield 70%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction of 3,5-dichlorobenzaldehyde methoxime, (17.4 g, 85.7 mmole) and 0.98M borane in tetrahydrofuran (86 ml) substantially as described in 1B above produced 10.5 g (70%) of the title compound as a light yellow oil.

Sources & evidence

ORD record
ord-78c3969df7534f67ae6bc3e3c2e1fb48
Source dataset
uspto-grants-1989_08
Patent number
US04857540

Reaction notes

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