Acetic Acid → HCID 15278533, compound

HRID 129431Notes

Reaction equation

HRID 129431 reaction equation
[CH2:1]([O:3][CH:4]1[C:13]2[C:8](=[C:9]([CH3:18])[CH:10]=[C:11]([C:15]([OH:17])=[O:16])[C:12]=2[CH3:14])[S:7][CH2:6][CH2:5]1)[CH3:2].C(O)(=[O:21])C.OO>O>[CH2:1]([O:3][CH:4]1[C:13]2[C:8](=[C:9]([CH3:18])[CH:10]=[C:11]([C:15]([OH:17])=[O:16])[C:12]=2[CH3:14])[S:7](=[O:21])[CH2:6][CH2:5]1)[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 15278512HCID 15278512, compound

Product 1

HCID 15278533HCID 15278533, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 50-ml egg-plant type Flask was charged with 2.9 g (0.011 mol) of 4-ethoxy-5,8-dimethylthiochroman-6-carboxylic acid, 10 ml of acetic acid and 1.3 g (0.011 mol) of a 30% hydrogen peroxide aqueous solution, and the mixture was allowed to react at room temperature for 12 hours. Then, the reaction mixture was poured into 100 ml of water. The precipitated oil was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2.5 g of 4-ethoxy-5,8-dimethylthiochroman-6-carboxylic acid-1-oxide (Compound 31) shown in Table 2.

Workup

  1. customto react at room temperature for 12 hours
  2. extractionThe precipitated oil was extracted with ethyl acetate
  3. dry with materialthe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f1cd57fe40254402aaefe68b0d99d900
Source dataset
uspto-grants-1995_11
Patent number
US05468722

Reaction notes

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