4-Methoxyphenol → 2-Hydroxyethyl Methacrylate

HRID 634338

Reaction equation

HRID 634338 reaction equation
[C:1]([O-])(=[O:3])[CH3:2].[K+].C(C1C=C(C)[CH:13]=[C:12]([C:17](C)(C)C)[C:11]=1[OH:21])(C)(C)C.C[O:23]C1C=CC(O)=CC=1>C(O)C.CC(O)C.[H+].[H+].O.O.O.O.O.O.Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH3:17][C:12]([C:11]([O:21][CH2:2][CH2:1][OH:3])=[O:23])=[CH2:13]

Participants

8

Conditions

Temperature
50 °C

Procedure

60.01 g of the intermediate siloxane of Formula 2, 83.43 g of hydroxyl polyethylene glycol allyl ether having an average molecular weight of about 750 (Uniox PKA5004, NOF Corporation), 120.00 g of 2-propanol (super dehydrated) (Wako Pure Chemical Industries), 0.60 g of 10% potassium acetate (Wako Pure Chemical Industries) in ethanol, 1.36 g of 1% 2,6-di-t-butyl-4-methylphenol (Wako Pure Chemical Industries) in 2-propanol and 0.69 g of 1% p-methoxyphenol (Wako Pure Chemical Industries) in 2-propanol were added into 500 ml eggplant-shaped flask. To this solution 1.20 g of 1% hydrogen hexachloroplatinate (IV) hexahydrate in 2-propanol (hereinafter 1% H2PtCl6/6H20/IPA) was added and stirred at 50° C. for 2 h. After that the reaction mixture was evaporated and vacuum-dried at 35° C. for 2 h. The reaction yielded 146.05 g of which about 80% was a hydrophilic polysiloxane, designated H10P16, having the structure of Formula 3 (above) wherein R2 is a methyl group, m is ˜20, n is ˜3, and p is ˜16. The polysiloxane had an HLB value of about 10 and a hydroxyl group content of about 1.2 wt. %. The remaining components of the reaction product were about 16% allyl PEG and about 4% PEG.

Workup

  1. customAfter that the reaction mixture was evaporated
  2. customvacuum-dried at 35° C. for 2 h
  3. customThe reaction yielded 146.05 g of which about 80%

Sources & evidence

ORD record
ord-2f77afb51df44511a7b068689bcfa0f0
Source dataset
uspto-grants-2016_04
Patent number
US09322959B2

Linked notes

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