Methyl Methacrylate → Cholesterol

HRID 1823698Notes

Reaction equation

HRID 1823698 reaction equation
CCCCCCCCC([O:11][C@@H:12]1[CH2:25][C:24]2[C@@:15]([CH3:38])([C@@H:16]3[C@@H:21]([CH2:22][CH:23]=2)[C@@H:20]2[CH2:26][CH2:27][C@H:28]([C@@H:29]([CH2:31][CH2:32][CH2:33][CH:34]([CH3:36])[CH3:35])[CH3:30])[C@@:19]2([CH3:37])[CH2:18][CH2:17]3)[CH2:14][CH2:13]1)=O.COC(=O)C(C)=C.N(C(C)(CC)C#N)=NC(C)(CC)C#N.[N+]([O-])([O-])=O.[Na+]>C(Cl)Cl>[CH3:36][CH:34]([CH2:33][CH2:32][CH2:31][C@H:29]([C@@H:28]1[C@:19]2([CH3:37])[C@H:20]([C@H:21]3[C@H:16]([CH2:17][CH2:18]2)[C@:15]2([CH3:38])[C:24]([CH2:25][C@H:12]([CH2:13][CH2:14]2)[OH:11])=[CH:23][CH2:22]3)[CH2:26][CH2:27]1)[CH3:30])[CH3:35]

Participants

6

Reactant 4

HCID 6658Methyl MethacrylateHCID 24268Sodium NitrateHCID 930792,2'-Azobis(2-methylbutyronitrile)HCID 2723614Cholesteryl nonanoate

Product 1

HCID 5997Cholesterol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
60 °C

Procedure

30 wt % of cholesteryl nonanoate and 70 wt % of methylmethacrylate monomer were dissolved uniformly in 20 ml of methylene chloride under irradiation of ultrasonic wave. As an initiator, 2,2′-azobis(2-methylbutyronitrile) was added thereto in an amount of 1 wt % based on the weight of monomer. The obtained solution was added into 1.5% aqueous solution of polyvinyl alcohol with 87˜89% of saponification value and then was emulsified under 5,000 rpm of shear stress for 5 minutes. The emulsion and 0.01 wt % of sodium nitrate were introduced into the reactor heated at 60° C. and then polymerized for 4 hours. After the polymerization was terminated, the organic solvent was evaporated off under reduced pressure. The residue was filtrated, washed with distilled water several times, and then dried on vacuum oven, to give cholesterol liquid crystal polymer microcapsules as powders.

Workup

  1. custompolymerized for 4 hours
  2. customAfter the polymerization was terminated
  3. customthe organic solvent was evaporated off under reduced pressure
  4. filtrationThe residue was filtrated
  5. washwashed with distilled water several times
  6. customdried on vacuum oven

Sources & evidence

ORD record
ord-b7ff2b3d31c34acfbba430d7754815b2
Source dataset
uspto-grants-2006_05
Patent number
US07041304B2

Reaction notes

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