Hydrochloric Acid → 2-Hydroxyethyl Methacrylate

HRID 1393531Notes

Reaction equation

HRID 1393531 reaction equation
[CH3:1][C:2]([C:4]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:3].[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1.Cl.[OH-].[Na+]>>[O:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH:15]1[O:5][CH:4]1[CH2:2][CH2:3][CH2:8][CH2:7][O:6]1.[CH3:3][C:2]([C:4]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 80803,4-dihydro-2H-pyranHCID 133602-Hydroxyethyl MethacrylateHCID 14798Sodium Hydroxide

Product 2

HCID 133602-Hydroxyethyl MethacrylateHCID 263182Tetrahydropyranyl ether

Procedure

A screw mouth-type bottle containing 25 g (0.06 mol) of polyethylene glycol methacrylate (trade name: Blemmer PE 350; manufactured by Nippon Oil & Fats Co., Ltd.) and 5.9 g (0.07 mol) of dihydropyran (trade name: 3,4-Dihydro-2H-pyran; manufactured by Wako Pure Chemical Industries, Ltd.) is tightly closed by a ball cock and immersed in an ice bath. 0.02 g of concentrated hydrochloric acid is further added to the mixture, and the mixture is stirred at room temperature for 6 hours. The obtained reaction solution is passed through a column filled with sodium hydroxide to obtain tetrahydropyranyl ether in which the OH group of polyethylene glycol methacrylate is protected by a protecting group.

Workup

  1. customis tightly closed by a ball cock
  2. customimmersed in an ice bath
  3. customThe obtained reaction solution

Sources & evidence

ORD record
ord-f99983549188424aace921621c7c229e
Source dataset
uspto-grants-2008_03
Patent number
US07345126B2

Reaction notes

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