Reaction #1328422

ord-de0dd34a101f4389ae179446f4175aef

Reaction equation

COC(=O)c1ccc(Cl)cc1SCCC(=O)O
methyl 2-(2-hydroxycarbonyleth-1-yl)thio-4-chlorobenzoate
COC(=O)c1ccc(Cl)c2c1SCCC2=O
Methyl 5-chloro-4-oxothiochromane-8-carboxylate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Filtrationthe resulting precipitate was filtered off with suction
  2. 2
    Otherdried

Procedure

At 70° C., 50 g (0.18 mol) of methyl 2-(2-hydroxycarbonyleth-1-yl)thio-4-chlorobenzoate were added to 500 g of polyphosphoric acid, and the mixture was stirred for a further 30 minutes. The reaction mixture was then stirred into water and the resulting precipitate was filtered off with suction and dried. This gave 41.1 g (88%) of methyl 5-chloro-4-oxothiochromane-8-carboxylate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07115545B1uspto-grants-2006_10