Lawesson's reagent → HCID 19768753, compound

HRID 1085827Notes

Reaction equation

HRID 1085827 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[C:10]([O:12][CH3:13])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:29])=CC=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[C:10]([O:12][CH3:13])=[S:29]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 19768526HCID 19768526, compound

Product 1

HCID 19768753HCID 19768753, compoundYield 145.9%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In an analogous manner to that described in Example 1(B). 36.5 g (131.9 mmol) of methyl 3-[(3-chlorobenzyl)oxy]benzoate were heated at reflux for 16 hours with 26.7 g (66 mmol) of Lawesson reagent in xylene and thereafter chromatographed on silica gel. Elution with hexane/toluene (2%, 5% and 10%) yielded 28.2 g (73%) of O-methyl 3-[(3-chlorobenzyl)oxy]thiobenzoate as an orange, crystallizing oil.

Workup

  1. customchromatographed on silica gel
  2. washElution with hexane/toluene (2%, 5% and 10%)

Sources & evidence

ORD record
ord-5e1445f74164417f84ec98f313026a35
Source dataset
uspto-grants-1991_04
Patent number
US05011849

Reaction notes

Loading…