1-Tris(methylthio)methyl acenaphthene → Methyl 1-acenaphthenecarboxylate

HRID 2051512Notes

Reaction equation

HRID 2051512 reaction equation
CS[C:3](SC)(SC)[CH:4]1[C:14]2=[C:15]3[C:10](=[CH:11][CH:12]=[CH:13]2)[CH:9]=[CH:8][CH:7]=[C:6]3[CH2:5]1.[CH3:20][OH:21].[OH2:22]>[Hg](Cl)Cl.[Hg]=O>[CH:4]1([C:3]([O:21][CH3:20])=[O:22])[C:14]2=[C:15]3[C:10](=[CH:11][CH:12]=[CH:13]2)[CH:9]=[CH:8][CH:7]=[C:6]3[CH2:5]1

Participants

5

Reactant 2

HCID 147997751-Tris(methylthio)methyl acenaphtheneHCID 22242641Methanol--water (1/1)

Product 1

HCID 14799776Methyl 1-acenaphthenecarboxylate

Reagents, catalysts & solvents 2

HCID 24085Mercuric ChlorideCatalystHCID 30856Mercuric oxideCatalyst

Procedure

1-Tris(methylthio)methyl acenaphthene (18.4 g), Mercury (II) Chloride (68 g) and Mercury (II) Oxide (22 g) were slurried in MeOH/H2O, 12/1 (1500 ml), stirred at room temperature for 18 hours, then refluxed for two hours, and then allowed to cool.

Workup

  1. temperaturerefluxed for two hours
  2. temperatureto cool

Sources & evidence

ORD record
ord-506545f9d0fe4993abbee0d4a217b4f1
Source dataset
uspto-grants-1991_05
Patent number
US05019588

Reaction notes

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