Hydrochloric Acid → HCID 20534899, compound

HRID 1156556Notes

Reaction equation

HRID 1156556 reaction equation
[CH2:1]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[ClH:20]>C(OCC)C>[Cl-:20].[CH2:1]([NH2+:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12923058HCID 12923058, compound

Product 1

HCID 20534899HCID 20534899, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

n-Pentylamine was reacted with 4-(4-nitrophenyl)butanoyl chloride to provide the corresponding amide. Nine grams of N-n-pentyl-4-(4-nitrophenyl)butyramide were reacted with 96 ml. of a 1 molar solution of diborane in tetrahydrofuran to provide, following isolation as described in Example 1, 7.8 g. of N-n-pentyl-4-(4-nitrophenyl)butylamine. The amine was dissolved in diethyl ether and reacted with hydrogen chloride to afford, following crystallization from isopropanol, 5.8 g. of N-n-pentyl-4-(4-nitrophenyl)butylaminium chloride. M.P. 144°-146° C.

Workup

  1. customto afford
  2. customcrystallization from isopropanol, 5.8 g

Sources & evidence

ORD record
ord-07dceeb8af7a40e28bb65f17eb9b71c8
Source dataset
uspto-grants-1982_06
Patent number
US04336269

Reaction notes

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