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

HRID 2163734Notes

Reaction equation

HRID 2163734 reaction equation
[CH2:1]([C:11]12C[CH:14]([CH2:15][CH2:16]1)[CH:13]=[CH:12]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]C.[CH2:18]=[CH:19][CH2:20][CH2:21][CH2:22][CH3:23].[I-].C([Al+][CH2:28][CH3:29])C.C(CN)O>C1(C)C=CC=CC=1>[CH2:4]([CH:5]1[CH2:6][CH:7]2[CH2:28][CH:29]1[CH:9]=[CH:8]2)[CH2:3][CH2:2][CH2:1][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:18]=[CH:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 115971-HexeneHCID 16686130AlEt2IHCID 21922320Decyl Norbornene

Product 1

HCID 867362625-Decyl-2-Norbornene 1-Hexene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

50 ml dry toluene cosolvent, 7 ml decylnorbornene, 0.8 ml of the 1-hexene solution, and 0.9 ml of the diethylaluminum iodide solution were charged to a dry, nitrogenpurged 7 oz. bottle. 1.1 ml of the MoCl5 solution was charged last, and the bottle was shaken. After 1 hour the reaction was shortstopped using a mixture of 0.1 ml ethanolamine and 0.5 ml Solution A. No antioxidant was added. The polymer cement was coagulated using excess Solution A in a Waring blender. About 4.5 grams of a solid, ring-opened 5-decyl-2-norbornene/1-hexene copolymer was recovered by filtering and vacuum drying.

Workup

  1. additionNo antioxidant was added
  2. customAbout 4.5 grams of a solid, ring-opened 5-decyl-2-norbornene/1-hexene copolymer was recovered
  3. filtrationby filtering
  4. customvacuum drying

Sources & evidence

ORD record
ord-44a448db7a3344649521f622f4e739dd
Source dataset
uspto-grants-1979_01
Patent number
US04136248

Reaction notes

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