4-Methoxyphenol → HCID 86602782, compound

HRID 855463Notes

Reaction equation

HRID 855463 reaction equation
O1CCCCC1[O:7][CH:8]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:9][O:10][C:11](=[O:39])[C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19](=[O:38])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34](=[O:37])[CH:35]=[CH2:36])=[CH:14][CH:13]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.COC1C=CC(O)=CC=1>C(O)C>[OH:7][CH:8]([C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)[CH2:9][O:10][C:11](=[O:39])[C:12]1[CH:13]=[CH:14][C:15]([O:18][C:19](=[O:38])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34](=[O:37])[CH:35]=[CH2:36])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 86602783HCID 86602783, compound

Product 1

HCID 86602782HCID 86602782, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

The crude (R)-4-(4-(6-acryloyloxyhexyloxybenzoyloxy)benzoic acid 2-(tetrahydropyran-2-yloxy)-2-phenyl-ethyl ester (11) was dissolved in 35 ml of ethanol and 0.25 g (1 mmole) of pyridinium 4-toluensulfonate and 40 mg of 4-methoxyphenol were added. The mixture was heated at 55° C. for 15 h. After cooling to 0° C. the product precipitated. 3.2 g of a white solid was obtained (60%).

Workup

  1. temperatureAfter cooling to 0° C. the product
  2. customprecipitated

Sources & evidence

ORD record
ord-713291c389754a949b6929471a948cbb
Source dataset
uspto-grants-2007_08
Patent number
US07261836B2

Reaction notes

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