Lawesson's reagent → HCID 19768715, compound

HRID 1085825Notes

Reaction equation

HRID 1085825 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1(C)C(C)=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=[S:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 13368031Methyl 3-(benzyloxy)benzoate

Product 1

HCID 19768715HCID 19768715, compoundYield 101.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In an analogous manner to that described in Example 1(B), 40 g (0.165 mol) of methyl 3-(benzyloxy)benzoate were heated at reflux for 8 hours with 33.4 g (0.0826 mol) of Lawesson reagent in xylene and thereafter chromatographed on silica gel, whereby there were obtained 21.7 g (51%) of O-methyl 3-(benzyloxy)thiobenzoate as a red-brown oil which gradually crystallized upon standing.

Workup

  1. temperaturewere heated
  2. customchromatographed on silica gel

Sources & evidence

ORD record
ord-3f8ba84ebdb04d6ba54a682b08dd17c3
Source dataset
uspto-grants-1991_04
Patent number
US05011849

Reaction notes

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