Aluminum(III) Chloride → HCID 59730354, compound

HRID 130970Notes

Reaction equation

HRID 130970 reaction equation
[CH:1]([C:4]1[C:9]([CH:10]=[CH:11][N+:12]([O-])=O)=[CH:8][CH:7]=[CH:6][C:5]=1[O:15][CH3:16])([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].[Al+3].[Cl-].[Cl-].[Cl-]>>[CH:1]([C:4]1[C:5]([O:15][CH3:16])=[CH:6][CH:7]=[CH:8][C:9]=1[CH2:10][CH2:11][NH2:12])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 68746679HCID 68746679, compound

Product 1

HCID 59730354HCID 59730354, compoundYield 99.4%

Procedure

Using a method similar to Example 659, Step 2, using 2-isopropyl-1-methoxy-3-(2-nitro-vinyl)-benzene (3.92 g, 17.7 mmol), LAH (53.1 mmol) and AlCl3 (53.1 mmol) gave 2-(2-isopropyl-3-methoxy-phenyl)-ethylamine (3.4 g) as a viscous oil. 1H NMR (CDCl3): 7.08 (t, 1H), 6.77-6.73 (m, 2H), 3.80 (s, 3H), 3.22 (m, 1H), 2.89 (m, 2H), 2.80 (m, 2H), 1.32 (d, 6H).

Sources & evidence

ORD record
ord-87c3f1a4decf433cb8188a179fe160f5
Source dataset
uspto-grants-2008_06
Patent number
US07381719B2

Reaction notes

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