Pent-2-enenitrile → 3-Dodecyloxy-3-ethylpropylamine Pentenenitrile

HRID 990306Notes

Reaction equation

HRID 990306 reaction equation
[CH2:1]([O:13][CH:14]([CH2:18][CH3:19])[CH2:15][CH2:16][NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(#N)C=CCC>>[C:16](#[N:17])[CH:15]=[CH:14][CH2:18][CH3:19].[CH2:1]([O:13][CH:14]([CH2:18][CH3:19])[CH2:15][CH2:16][NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 25833Pent-2-enenitrile2×HCID 154770333-Dodecyloxy-3-ethylpropyl amine

Product 1

HCID 867583863-Dodecyloxy-3-ethylpropylamine Pentenenitrile

Conditions

Temperature
40 °C

Procedure

To a suitable reaction flask is added 275.0 grams of 3-dodecyloxy-3-ethylpropyl amine (example 21). Heat while under agitation to 40° C. A nitrogen blanket is applied to the headspace of the reaction vessel. Keep the reaction flask headspace blanketed with nitrogen throughout the entire reaction period. Begin addition of 90.0 grams of 2-pentenenitrile under good agitation keeping the temperature below 50° C. When all of the 2-pentenenitrile has been added, let react for two hours at 50° C.

Workup

  1. customblanketed with nitrogen throughout the entire reaction period
  2. customthe temperature below 50° C
  3. customlet react for two hours at 50° C.

Sources & evidence

ORD record
ord-b5e956cd15e44b1580620b8035410326
Source dataset
uspto-grants-2002_10
Patent number
US06458999B1

Reaction notes

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