Pentylamine → HCID 3567652, compound

HRID 374593Notes

Reaction equation

HRID 374593 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 1.41 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 11 of 0.1N HCl, 11 of 0.1N NaOH and 1.51 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 11 of 0.1N HCl, 11 of 0.1N NaOH and 1.51 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-719705ad608e4843849be21e1902a19a
Source dataset
uspto-grants-1996_01
Patent number
US05481001

Reaction notes

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