Triethylamine → 3-Nitrooxy-propyl hexanoate

HRID 1776950Notes

Reaction equation

HRID 1776950 reaction equation
[N+:1]([O:4][CH2:5][CH2:6][CH2:7][OH:8])([O-:3])=[O:2].C(N(CC)CC)C.[C:16](Cl)(=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>C(OCC)C>[C:16]([O:8][CH2:7][CH2:6][CH2:5][O:4][N+:1]([O-:3])=[O:2])(=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67340Hexanoyl chlorideHCID 100118933-Nitrooxypropanol

Product 1

HCID 716187403-Nitrooxy-propyl hexanoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

20 mmol 3-Nitrooxypropanol dissolved in 10 ml Diethylether and 20 mmol Triethylamine were cooled to 0° C. 18.2 mmol hexoylchlorid were dropped over a period of 5 minutes at 0 to 5° C. After 19 hours stirring without cooling, the reaction mixture was extracted with 1N HCl, twice with water, washed with brine, dried over Na2SO4 and the solvent was removed in vacuo leaving 3.1 g.

Workup

  1. temperaturewithout cooling
  2. extractionthe reaction mixture was extracted with 1N HCl, twice with water
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. customthe solvent was removed in vacuo
  6. customleaving 3.1 g

Sources & evidence

ORD record
ord-c4a2063d7aa746b795570185b067c6fa
Source dataset
uspto-grants-2016_02
Patent number
US09266814B2

Reaction notes

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