Ethylene → 5-Ethyl-4-amino-indane

HRID 1578345Notes

Reaction equation

HRID 1578345 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][CH2:6]2.[Cl-].[Al+3].[Cl-].[Cl-].[Al].[CH2:16]=[CH2:17]>>[CH2:16]([C:10]1[C:2]([NH2:1])=[C:3]2[C:7](=[CH:8][CH:9]=1)[CH2:6][CH2:5][CH2:4]2)[CH3:17]

Participants

5

Reactant 4

HCID 6325EthyleneHCID 1225694-AminoindanHCID 5359268AluminumHCID 6451240Aluminum(III) Chloride

Product 1

HCID 215597615-Ethyl-4-amino-indane

Conditions

Temperature
300 °C

Procedure

A mixture of 106 g (0.8 mole) of 4-amino-indane, 4 g of aluminium chloride and 1.6 g of aluminium shot is heated in an autoclave to 300°C. After injection of ethylene at 200 bar, the reaction mixture is maintained for one hour at 300°C. By distillation of the green-black crude product in high vacuum there is obtained 106.9 g of 5-ethyl-4-amino-indane, B.P. 72 to 74°C/0.001 Torr.

Workup

  1. distillationBy distillation of the green-black crude product in high vacuum

Sources & evidence

ORD record
ord-2e8f77f3abe643c98ca27d10bf38c894
Source dataset
uspto-grants-1976_02
Patent number
US03936293

Reaction notes

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