4-Methoxyphenol → HCID 69509880, compound

HRID 970243Notes

Reaction equation

HRID 970243 reaction equation
O1CCCCC1[O:7][C@@H:8]1[CH:12]2[O:13][CH2:14][C@@H:15]([O:16][C:17](=[O:45])[C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25](=[O:44])[C:26]4[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][O:39][C:40](=[O:43])[CH:41]=[CH2:42])=[CH:28][CH:27]=4)=[CH:20][CH:19]=3)[CH:11]2[O:10][CH2:9]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][C@@H:8]1[CH:12]2[O:13][CH2:14][C@@H:15]([O:16][C:17](=[O:45])[C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25](=[O:44])[C:26]4[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][O:39][C:40](=[O:43])[CH:41]=[CH2:42])=[CH:28][CH:27]=4)=[CH:20][CH:19]=3)[CH:11]2[O:10][CH2:9]1

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 69510496HCID 69510496, compound

Product 1

HCID 69509880HCID 69509880, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 28.1 g of 4-(4-(6-acryloyloxy-hexyloxy)benzoyloxy)-benzoic acid 6-(S)-(tetrahydropyran-2-yloxy)-hexahydrofuro[3,2-b]furan-3-(R)-yl ester (5) (45 mmole), 0.85 g (3.38 mmole) of pyridinium 4-toluenesulfonate and 100 mg of 4-methoxyphenol in 150 ml of ethanol was heated for 7 hours at 55° C. under a nitrogen atmosphere. After cooling to 0° C. a precipitate appeared, which was collected on a filter and dried in a desiccator. 20 g (81%) of a solid were obtained.

Workup

  1. temperatureAfter cooling to 0° C. a precipitate
  2. customwhich was collected on
  3. filtrationa filter
  4. customdried in a desiccator

Sources & evidence

ORD record
ord-1943b0db79c842e9911e2159a56f18c9
Source dataset
uspto-grants-2007_12
Patent number
US07311948B2

Reaction notes

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