Benzyl Benzoate → HCID 86752395, compound

HRID 1598921Notes

Reaction equation

HRID 1598921 reaction equation
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[C:23]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1(C)C(C)=CC=CC=1>[S:10]=[C:29]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]1[C:23]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30]

Participants

4

Reactant 2

HCID 2345Benzyl BenzoateHCID 87949Lawesson's reagent2×

Product 1

HCID 86752395HCID 86752395, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Hy method A [Lawesson's reagent]. Benzyl benzoate (2.1 g) was heated at 140° C. for 24 h with Lawesson's Reagent (4.9 g) in anhydrous xylene (10 ml). After removal of the solvent and subjection of the mixture to chromatography on silica gel and recrystallization from pentane at low temperature, benzyl thionobenzoate was obtained in 67% yield. 1H NMR (CDCl3): δ=5.64 (s, 2H), 7.3-8.2 (m, 10H).

Workup

  1. customAfter removal of the solvent and subjection of the mixture to chromatography
  2. customon silica gel and recrystallization from pentane at low temperature

Sources & evidence

ORD record
ord-3d81498290ed4958aa24d998c1853265
Source dataset
uspto-grants-1998_04
Patent number
US05739228

Reaction notes

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