Acrylic Acid → HCID 66766855, compound

HRID 1978107Notes

Reaction equation

HRID 1978107 reaction equation
O[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.[C:12]([OH:16])(=[O:15])[CH:13]=[CH2:14].C1(C)C=CC(S(O)=O)=CC=1.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:12]([OH:16])(=[O:15])[CH:13]=[CH2:14].[CH:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2

Participants

6

Reactant 4

HCID 6581Acrylic AcidHCID 90154-MethoxyphenolHCID 10818p-Toluenesulfinic acidHCID 641521-Adamantanol

Product 1

HCID 66766855HCID 66766855, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 200 ml of toluene were added 0.1 mole of 1-hydroxyadamantane, 0.2 mole of acrylic acid, 0.06 mole of p-toluene sulfinic acid and 0.2 mole of p-methoxyphenol, and the resultant mixture was stirred at the reflux temperature to esterify reacted while collecting the provided water to the point where the amount of produced water reached the theoretical amount. The reaction product was neutralized by 10 parts by weight of sodium hydroxide solution, and the precipitate produced was separated by filtration, and the toluene was distilled off under reduced pressure. The resultant crude product was recrystalized from n-hexane to obtain an adamantane monoacrylate.

Workup

  1. customto esterify reacted
  2. customwhile collecting the provided water to the point where the amount of produced water
  3. customthe precipitate produced
  4. customwas separated by filtration
  5. distillationthe toluene was distilled off under reduced pressure
  6. customThe resultant crude product was recrystalized from n-hexane

Sources & evidence

ORD record
ord-9edbc9ad736049cd8c92a457cdb5bc44
Source dataset
uspto-grants-2001_05
Patent number
US06235851B1

Reaction notes

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