3-Methoxybenzenethiol → HCID 10969180, compound

HRID 1859309Notes

Reaction equation

HRID 1859309 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([SH:9])[CH:6]=[CH:7][CH:8]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[CH2:22])[C:19]([OH:21])=[O:20])=[CH:14][CH:13]=1>>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH:18]([CH2:22][S:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:19]([OH:21])=[O:20])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 849893-MethoxybenzenethiolHCID 145737872-(4-Methoxyphenyl)prop-2-enoic acid

Product 1

HCID 10969180HCID 10969180, compound

Conditions

Temperature
125 °C

Procedure

3-Methoxybenzenethiol(2.5 ml, 20.1 mmol) was added to 2-(4-methoxyphenyl)acrylic acid (3 g, 16.8 mmol) and stirred for 21 hours with heating at 125° C. The reaction solution was extracted with diethyl ether, and the ether solution was washed with 0.1N iodine-potassium iodide solution, water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The residue was concentrated under reduced pressure to remove the organic solvent to obtain the title compound as a brown oil. The resulting compound was used in the next reaction without further purification.

Workup

  1. extractionThe reaction solution was extracted with diethyl ether
  2. washthe ether solution was washed with 0.1N iodine-potassium iodide solution, water and saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationThe residue was concentrated under reduced pressure
  5. customto remove the organic solvent

Sources & evidence

ORD record
ord-a10e9896b75e495b8ddaf9a951b99895
Source dataset
uspto-grants-2000_11
Patent number
US06153768

Reaction notes

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