Methacrylic Acid → HCID 11769136, compound

HRID 1858116Notes

Reaction equation

HRID 1858116 reaction equation
[C:1]1([CH2:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:9](O)(=[O:13])[C:10]([CH3:12])=[CH2:11].C1(C)C=CC(S(O)(=O)=O)=CC=1.COC1C=CC(O)=CC=1>C1(C)C=CC=CC=1>[C:9]([O:8][CH2:7][C:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1)(=[O:13])[C:10]([CH3:12])=[CH2:11]

Participants

6

Reactant 4

HCID 4093Methacrylic AcidHCID 6101p-Toluenesulfonic acidHCID 90154-MethoxyphenolHCID 317542(Cyclohex-1-en-1-yl)methanol

Product 1

HCID 11769136HCID 11769136, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

CHMA was prepared by the above procedure from cyclohexenyl methanol (200 grams, 1.79 mole), methacrylic acid (137.6 grams, 1.60 mole), p-toluenesulfonic acid (15.2 grams, 80 mmole), MEHQ (8 grams, 5.7 mmole), and toluene (1000 ml) in a 2 liter reaction flask. The aqueous washes were performed with 400 ml portions for each wash. The CHMA was obtained in an amount of 225.9 grams (78% yield). The CHMA was determined to have a boiling point in the range of 64-66° C. at a reduced pressure of 0.3 Torr.

Workup

  1. customThe CHMA was obtained in an amount of 225.9 grams (78% yield)
  2. customin the range of 64-66° C.

Sources & evidence

ORD record
ord-c3b6271cd5e54c35b5b28ca461d3b940
Source dataset
uspto-grants-2000_11
Patent number
US06150479

Reaction notes

Loading…