4-Methoxyphenol → HCID 69491073, compound

HRID 855469Notes

Reaction equation

HRID 855469 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:36]=[CH:35][C:16]([C:17]([O:19][C:20]2[CH:34]=[CH:33][C:23]([CH:24]=[CH:25][C:26]([O:28]COCC)=[O:27])=[CH:22][CH:21]=2)=[O:18])=[CH:15][CH:14]=1)(=[O:4])[CH:2]=[CH2:3].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.COC1C=CC(O)=CC=1>C(O)C>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:36]=[CH:35][C:16]([C:17]([O:19][C:20]2[CH:34]=[CH:33][C:23]([CH:24]=[CH:25][C:26]([OH:28])=[O:27])=[CH:22][CH:21]=2)=[O:18])=[CH:15][CH:14]=1)(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 69492436HCID 69492436, compound

Product 1

HCID 69491073HCID 69491073, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

14.9 g of ethoxymethyl 4-(4-(6-acryloyloxyhexyloxy)benzoyloxy)cinnamate (24) (30 mmole) were dissolved in 60 ml of absolute ethanol and 0.75 g (3 mmole) of pyridinium 4-toluenesulfonate and minor amounts of 4-methoxyphenol (to avoid the polymerization) were added. The mixture was heated at 60° C. (bath temperature) for 13 h. After cooling to room temperature, a white solid appeared. It was filtered, washed with ethanol and dried in a dessicator with silica overnight. 12.7 g of a white solid were obtained (yield: 97%).

Workup

  1. customthe polymerization)
  2. additionwere added
  3. temperatureAfter cooling to room temperature
  4. filtrationIt was filtered
  5. washwashed with ethanol
  6. customdried in a dessicator with silica overnight

Sources & evidence

ORD record
ord-edf5631650994664b7b3481efe7ff461
Source dataset
uspto-grants-2007_08
Patent number
US07261836B2

Reaction notes

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