Water → HCID 59437976, compound

HRID 1254164Notes

Reaction equation

HRID 1254164 reaction equation
[CH3:1][SH:2].[Na].O.[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16]Br)=[CH:11][C:10]=1[O:19][CH3:20])(=[O:7])[CH3:6]>C1C=CC=CC=1>[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16][S:2][CH3:1])=[CH:11][C:10]=1[O:19][CH3:20])(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 13652182HCID 13652182, compoundHCID 45051789Methylmercaptan sodium

Product 1

HCID 59437976HCID 59437976, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

As shown in the above-described reaction formula, the mixture of 600 ml of sodium methyl mercaptan (8.56 ml) and three drops of aliquat/5 ml of water solution was added to the solution containing 2.46 g of 4-(2-bromoacetyl)-2-methoxyphenyl acetate (8.56 mM) dissolved in 10 ml of benzene. The mixture solution was stirred for 20 hours. The resulting product was extracted with ethylacetate, dried with anhydrous magnesium sulfate and the remaining solvent was removed. The remaining residue was performed to Silica gel column chromatography with a mobile phase (n-hexane:ethylacetate=4:1) to obtain white solid type of 2-methoxy-4-[-2-(methylthio)acetyl]phenyl acetate (3; 2.18 g).

Workup

  1. additionwas added to the solution
  2. extractionThe resulting product was extracted with ethylacetate
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customthe remaining solvent was removed

Sources & evidence

ORD record
ord-20da8cc92833424697a64076cabedd2b
Source dataset
uspto-grants-2013_06
Patent number
US08455542B2

Reaction notes

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