Water → HCID 19706106, compound

HRID 727518Notes

Reaction equation

HRID 727518 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].C[O:6]C1C=CC(O)=CC=1.[CH3:14][C:15]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH2:16].O>C1(C)C=CC=CC=1.COC1C=CC(O)=CC=1>[CH3:16][CH:15]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][C:2](=[CH2:3])[C:1]([NH2:4])=[O:6]

Participants

7

Reactant 4

HCID 962WaterHCID 7855AcrylonitrileHCID 78682,4,4-Trimethyl-1-penteneHCID 90154-Methoxyphenol

Product 1

HCID 19706106HCID 19706106, compound

Reagents, catalysts & solvents 2

HCID 90154-MethoxyphenolCatalystHCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

A cesium phosphotungstate catalyst is prepared according to the procedure of Example 1. A Parr pressure reactor is charged with 2.05 g of Cs2.5 H0.5 PW12O40, 32.24 g of acrylonitrile plus 30 ppm MEHQ, 13.54 g of 2,4,4 trimethyl-1-pentene, 3.27 g of distilled H2O, and 0.025 g of MEHQ. The reactor is sealed with air in the head space. The contents are heated to 120° C. for 12 hours, developing a pressure of 50 psig. Upon cooling the contents are diluted with toluene and centrifuged to separate the solids. The liquid organic phase is reduced to constant weight on a rotary evaporator with heating up to 45° C. to isolate 2.07 g of 2,4,4-trimethylpentylacrylamide.

Workup

  1. customThe reactor is sealed with air in the head space
  2. temperatureUpon cooling the contents
  3. customto separate the solids
  4. customThe liquid organic phase is reduced to constant weight on a rotary evaporator
  5. temperaturewith heating up to 45° C.

Sources & evidence

ORD record
ord-3643e4b50d524fd0b178ac01a5670043
Source dataset
uspto-grants-1998_01
Patent number
US05712413

Reaction notes

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