Pentylamine → HCID 3567652, compound

HRID 1734957Notes

Reaction equation

HRID 1734957 reaction equation
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:9]([NH2:14])[CH2:10][CH2:11][CH2:12][CH3:13]>C(Cl)Cl>[CH2:9]([NH:14][C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 8060PentylamineHCID 67340Hexanoyl chloride

Product 1

HCID 3567652HCID 3567652, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

275 g of caproyl chloride are added dropwise within 30 minutes to a solution of 500 ml of n-pentylamine in 1.4 l of methylene chloride while cooling with ice and stirring. After standing at room temperature for 4 hours the reaction solution is washed in succession with 1 l of 0.1N HCl, 1 l of 0.1N NaOH and 1.5 l of NaCl solution. The organic phase is concentrated on a rotary evaporator and dried in a high vacuum and gives 370 g of a crystalline mass (98% of theory). M.p. 37° C.

Workup

  1. temperaturewhile cooling with ice
  2. washthe reaction solution is washed in succession with 1 l of 0.1N HCl, 1 l of 0.1N NaOH and 1.5 l of NaCl solution
  3. concentrationThe organic phase is concentrated on a rotary evaporator
  4. customdried in a high vacuum
  5. customgives 370 g of a crystalline mass (98% of theory)

Sources & evidence

ORD record
ord-6f54ab49549d4c50bdbcc72b98225219
Source dataset
uspto-grants-1996_07
Patent number
US05536453

Reaction notes

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