Triethylamine → Decane

HRID 1369194Notes

Reaction equation

HRID 1369194 reaction equation
[C:1](Cl)(=O)[CH:2]=[CH2:3].C(N([CH2:11][CH3:12])CC)C>C1COCC1>[CH3:3][CH2:2][CH2:1][CH2:3][CH2:2][CH2:1][CH2:11][CH2:12][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 13140Acryloyl chloride

Product 1

HCID 15600DecaneYield 52%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1 mmol of α,α-dimethyl-2-endotricyclo[5.2.1.02,6]decanemethanol obtained according to Example 9, 1.5 mmol of acrylic chloride, 1.5 mmol of triethylamine, and 3 ml of THF was stirred at 60° C. for 3 hours. The resulting reaction mixture was subjected to column chromatography on a silica gel to yield 4a-(1-acryloyloxy-1-methylethyl)-endotricyclo[5.2.1.02,6]decane represented by the following formula (yield: 52%).

Workup

  1. additionA mixture of 1 mmol of α,α-dimethyl-2-endotricyclo[5.2.1.02,6]decanemethanol
  2. customobtained
  3. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-5a3fa7ba501c4cbc83cef2c9aaa267e1
Source dataset
uspto-grants-2003_06
Patent number
US06576787B1

Reaction notes

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