Peracetic Acid → HCID 21538715, compound

HRID 1076873Notes

Reaction equation

HRID 1076873 reaction equation
[CH3:1][NH:2][C:3](=[O:17])[O:4][C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8]([S:15][CH3:16])=[CH:7][CH:6]=1.C(OO)(=[O:20])C>C(OCC)(=O)C.CCCCCCC>[CH3:1][NH:2][C:3](=[O:17])[O:4][C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8]([S:15]([CH3:16])=[O:20])=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 6585Peracetic AcidHCID 21538728HCID 21538728, compound

Product 1

HCID 21538715HCID 21538715, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 8900HeptaneSolvent

Procedure

This compound was prepared in 90% yield by allowing a solution of 4-methylmercapto-5,6,7,8-tetrahydro-1-naphthyl N-methylcarbamate in ethyl acetate to slowly react at 35°-40° with one equivalent of peracetic acid in ethyl acetate. An ice bath was required to maintain the reaction temperature in the proper range. At the conclusion of the reaction, the solution was diluted with heptane and the resulting precipitate collected by filtration and washed thoroughly with heptane. After drying, the product melted at 135°-138°.

Workup

  1. customThis compound was prepared in 90% yield
  2. customAn ice bath was required
  3. temperatureto maintain the reaction temperature in the proper range
  4. customAt the conclusion of the reaction
  5. filtrationthe resulting precipitate collected by filtration
  6. washwashed thoroughly with heptane
  7. customAfter drying

Sources & evidence

ORD record
ord-7e143c9303bb47d5a21f44c7083aacb6
Source dataset
uspto-grants-1976_05
Patent number
US03958006

Reaction notes

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