Methyl formate → 2-Methylmercaptonaphthalene

HRID 1154751Notes

Reaction equation

HRID 1154751 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S-:11].[K+].[CH:13](OC)=O>>[CH3:13][S:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1

Participants

3

Reactant 2

HCID 7865Methyl formateHCID 23662857HCID 23662857, compound

Product 1

HCID 1390222-MethylmercaptonaphthaleneYield 89.2%

Procedure

A mixture of 30 g of potassium naphthalene-2-thiolate and 120 g of methyl formate was introduced into a 0.3 liter stirred autoclave at room temperature and heated at 150° C. for 15 hours, during which the pressure (partial pressure of CO+partial pressure of the reaction mixture) reached 210 bar. The mixture was worked up by a procedure similar to that described in Example 1 to give 23.5 g (89% of theory) of naphth-2-yl methyl thioether. ##STR3##

Workup

  1. additionwas introduced into a 0.3 liter
  2. temperatureheated at 150° C. for 15 hours, during which the pressure (partial pressure of CO+partial pressure of the reaction mixture)

Sources & evidence

ORD record
ord-b8cae3b0357248f499a9137960f2a271
Source dataset
uspto-grants-1984_12
Patent number
US04490558

Reaction notes

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