Ethanolamine → 5-Hexyl-2-Norbornene 1-Hexene

HRID 2163736

Reaction equation

HRID 2163736 reaction equation
[CH2:1]([CH:7]1[CH2:12][CH:11]2[CH2:13][CH:8]1[CH:9]=[CH:10]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:14]=[CH:15][CH2:16][CH2:17][CH2:18][CH3:19].[I-].C([Al+]CC)C.C(CN)O>C1(C)C=CC=CC=1>[CH2:1]([CH:7]1[CH2:12][CH:11]2[CH2:13][CH:8]1[CH:9]=[CH:10]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:14]=[CH:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 115971-HexeneHCID 16686130AlEt2IHCID 215849405-endo-Hexyl-bicyclo(2.2.1)hept-2-ene

Product 1

HCID 867362605-Hexyl-2-Norbornene 1-Hexene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

50 ml dry toluene cosolvent, 7 ml 5-hexyl-2-norbornene, 0.5 ml 1-hexene solution, and 0.6 ml diethylaluminum iodide solution were charged to a dry, nitrogenpurged 7 oz. bottle. 0.75 ml of the MoCl5 solution was charged last. After about 1 hour the reaction was shortstopped using a mixture of ethanolamine, Solution A and antioxidant solution. The polymer cement was coagulated using excess Solution A in a Waring blender. A solid weighing more than 5 grams was recovered after being filtered and vacuum dried at 60° C. It was a ring-opened 5-hexyl-2-norbornene/1-hexene copolymer having a DSV of about 1.03.

Workup

  1. customwas recovered
  2. filtrationafter being filtered
  3. customvacuum dried at 60° C

Sources & evidence

ORD record
ord-fe1aa04dfd7d44d78b084eccb619b2df
Source dataset
uspto-grants-1979_01
Patent number
US04136248

Linked notes

Loading…