Water → HCID 13262708, compound

HRID 332634Notes

Reaction equation

HRID 332634 reaction equation
O.[OH-].[Na+].[C:4]([OH:8])(=[O:7])[CH:5]=[CH2:6].Br[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.C(OCC)(=O)C>[C:4]([O:8][CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)(=[O:7])[CH:5]=[CH2:6]

Participants

7

Reactant 4

HCID 962WaterHCID 6581Acrylic AcidHCID 14798Sodium HydroxideHCID 703202-Bromomethylnaphthalene

Product 1

HCID 13262708HCID 13262708, compound

Reagents, catalysts & solvents 2

HCID 159952Benzyltributylammonium chlorideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 200 ml of distilled water, 81.4 g of sodium hydroxide was added, and 147 g of acrylic acid was dropped thereto under storage in ice. To this, 42.4 g of benzyl tributyl ammonium chloride and 300 g of 2-bromomethyl naphthalene were added and reacted at 75° C. for 2 hours. After the reaction, 800 ml of a mixture of ethyl acetate/hexyane=2/8 (volum ratio) was added thereto, the organic phase was washed with 1% of aqueous solution of acidum hydrochloricum, 1% of tetramethylammonium hydroxy aqueous solution, and distilled water. To the organic phase, 0.01 g of p-benzoquinone as a polymerizable inhibitor was added and concentrated under vacuum so that the content of the solvent in the organic phase is 1% by mass or less, to thereby obtain the polymerizable monomer (A2). The viscosity of (A2) was 10.3 mPa·s at 25° C.

Workup

  1. customreacted at 75° C. for 2 hours
  2. additionwas added
  3. washthe organic phase was washed with 1% of aqueous solution of acidum hydrochloricum, 1% of tetramethylammonium hydroxy aqueous solution
  4. distillationdistilled water
  5. additionTo the organic phase, 0.01 g of p-benzoquinone as a polymerizable inhibitor was added
  6. concentrationconcentrated under vacuum so that the content of the solvent in the organic phase

Sources & evidence

ORD record
ord-7cc93df7266e455c85c66e69d80261bc
Source dataset
uspto-grants-2014_11
Patent number
US08877828B2

Reaction notes

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