Benzene → HCID 21552228, compound

HRID 268464Notes

Reaction equation

HRID 268464 reaction equation
[N+](C(CC)CC)([O-])=O.[CH2:9]([C:11]([N+:24]([O-])=O)([CH2:22][CH3:23])[CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1)[CH3:10].C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH2:9]([C:11]([NH2:24])([CH2:22][CH3:23])[CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1)[CH3:10]

Participants

5

Reactant 3

HCID 241BenzeneHCID 123333-NitropentaneHCID 21552251HCID 21552251, compound

Product 1

HCID 21552228HCID 21552228, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

If the procedure of Example 3 is applied to the corresponding quantity of 3-nitropentane instead of 2-nitrobutane, 3-(2'-ethyl-2'-nitrobutyl)-indole is initially obtained with a melting point of 92°-94°C. (from benzine). Reduction yields 3-(2'-ethyl-2'-aminobutyl)-indole with a melting point of 130.5°-131.5°C. (from CCl4).

Sources & evidence

ORD record
ord-0018668c5e264234910446b3f91e9969
Source dataset
uspto-grants-1976_03
Patent number
US03947584

Reaction notes

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