Sulfuric acid magnesium salt (1:1) → 2-Methylideneadamantane

HRID 1790865Notes

Reaction equation

HRID 1790865 reaction equation
S([O-])([O-])(=O)=O.[Mg+2].C(O[C:13]1([CH3:23])[CH:20]2[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:22][CH:14]1[CH2:15]3)[CH2:19]2)(=O)C(C)=C.C12(O)CC3CC(CC(C3)C1)C2>CCCCCC>[CH2:23]=[C:13]1[CH:14]2[CH2:22][CH:18]3[CH2:17][CH:16]([CH2:21][CH:20]1[CH2:19]3)[CH2:15]2

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 641521-AdamantanolHCID 98375662-Methyl-2-adamantyl methacrylate

Product 1

HCID 1366842-Methylideneadamantane

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A reaction, a post-treatment, etc. were conducted in the same operation as in Example 16 except that no magnesium sulfate was used, hexane was used as a solvent, and the reaction was conducted at a refluxing temperature for 3 hours. 1.0 g of a crude product was obtained. However, the yield of 2-methyl-2-adamantyl methacrylate was 31%, the raw material adamantanol remained by 22%, and 2-methyleneadamantane was formed by 46%.

Workup

  1. customA reaction
  2. custom1.0 g of a crude product was obtained

Sources & evidence

ORD record
ord-9e3ab67d169346afb69f5d801a2c7a3e
Source dataset
uspto-grants-2006_07
Patent number
US07071352B2

Reaction notes

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