p-Toluenesulfonic acid → HCID 10866703, compound

HRID 1858115Notes

Reaction equation

HRID 1858115 reaction equation
[C:1]1([CH2:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:9](O)(=[O:12])[CH:10]=[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:12])[CH:10]=[CH2:11]

Participants

6

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 6581Acrylic AcidHCID 90154-MethoxyphenolHCID 317542(Cyclohex-1-en-1-yl)methanol

Product 1

HCID 10866703HCID 10866703, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

CHA was prepared by the above procedure from cyclohexenyl methanol (100 gram, 0.89 mole), acrylic acid (57.6 grams, 0.8 mole), p-toluenesulfonic acid (4 grams, 21 mmole), MEHQ (2 grams, 5.7 mmole), and toluene (500 ml) in a 1 liter reaction flask. The aqueous washes were performed with 400 ml portions each. The CHA was obtained in an amount of 96.5 grams (73% yield). The CHA was determined to have a boiling point in the range of 68-69° C. at a reduced pressure of 0.35 Torr.

Workup

  1. customThe CHA was obtained in an amount of 96.5 grams (73% yield)
  2. customin the range of 68-69° C.

Sources & evidence

ORD record
ord-e2e770dc47aa4535a602ce3186474dbb
Source dataset
uspto-grants-2000_11
Patent number
US06150479

Reaction notes

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