Ammonium Hydroxide → HCID 69365058, compound

HRID 392154Notes

Reaction equation

HRID 392154 reaction equation
[O:1]1[C:6]2=[CH:7][CH:8]=[CH:9][C:5]2=[CH:4][C:3](C(CC)C#N)=[CH:2]1.[OH-].[NH4+:16]>[Rh].C(O)C>[O:1]1[C:6]2=[CH:7][CH:8]=[CH:9][C:5]2=[CH:4][C:3]([NH:16][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:2]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 69367350HCID 69367350, compound

Product 1

HCID 69365058HCID 69365058, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Procedure

This compound was prepared by the same method as for intermediate 30, using 4-benzofuran-3-yl-butyronitrile (1.05 g, 5.67 mmol), 420 mg of 5% rhodium on alumina, 100 mL of ammonium hydroxide, and 150 mL of ethanol, to afford 770 mg (72%) of the title compound after chromatography: 1H NMR (CDCl3, 400 MHz) δ 7.52 (d, J=8.2 Hz, 1 H), 7.43 (d, J=8.1 Hz, 1 H), 7.38 (s, 1 H), 7.18-7.27 (m, 2 H), 2.72 (t, J=7.0 Hz, 2 H), 2.67 (t, J=7.3 Hz, 2 H), 1.73 (quint, J=7.9 Hz, 2 H).

Sources & evidence

ORD record
ord-ce88cb4322894b36a7cd154b0cc61df3
Source dataset
uspto-grants-2004_10
Patent number
US06800637B2

Reaction notes

Loading…