Diethyl Ether → 2-Methyladamantyl acrylate

HRID 1358059Notes

Reaction equation

HRID 1358059 reaction equation
[CH3:1][C:2]1(O)[CH:9]2[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.[C:13](Cl)(=[O:16])[CH:14]=[CH2:15].C([O:20]CC)C>>[C:13]([O:16][C:3]12[CH2:11][CH:7]3[CH2:6][CH:5]([CH2:10][CH:9]([CH2:8]3)[CH:2]1[CH3:1])[CH2:4]2)(=[O:20])[CH:14]=[CH2:15]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 13140Acryloyl chlorideHCID 1365452-Methyl-2-adamantanol

Product 1

HCID 225972232-Methyladamantyl acrylateYield 55%

Procedure

200 mL of diethyl ether was put into a round-neck flask, 41.5 g of 2-methyl-2-adamantanol and 27.6 g of tetraethyl amine were added thereto and then 22.6 g of acryloyl chloride was dropped. The reactant was reacted at room temperature for about 12 hours and then filtered using diethyl ether. Subsequently, the solvent was removed by an evaporator and then the reactant product was obtained using vacuum distillation (yield: 55%).

Workup

  1. customThe reactant was reacted at room temperature for about 12 hours
  2. filtrationfiltered
  3. customSubsequently, the solvent was removed by an evaporator
  4. customthe reactant product was obtained
  5. distillationvacuum distillation (yield: 55%)

Sources & evidence

ORD record
ord-a96c6611837442daaac23f82ee872794
Source dataset
uspto-grants-2003_07
Patent number
US06593441B2

Reaction notes

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