Trimethyl orthoformate → HCID 19767475, compound

HRID 1590612Notes

Reaction equation

HRID 1590612 reaction equation
[CH:1]1([C:5]([CH2:10][SH:11])([CH2:8][SH:9])[CH2:6][SH:7])[CH2:4][CH2:3][CH2:2]1.[CH3:12]OC(OC)OC>C1C=CC=CC=1>[CH:1]1([C:5]23[CH2:6][S:7][CH:12]([S:9][CH2:8]2)[S:11][CH2:10]3)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 9005Trimethyl orthoformateHCID 19767484HCID 19767484, compound

Product 1

HCID 19767475HCID 19767475, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2-cyclobutyl-2-mercaptomethylpropane-1,3-dithiol (4 g, 20 mmol), trimethylorthoformate (2.5 g, 24 mmol) and Amberlyst 15 ion-exchange resin (1 g) was heated to reflux with stirring under a nitrogen atmosphere for 1 hour in dry benzene (100 ml). The mixture was filtered and evaporated to leave a residue which was washed with diethyl ether to give 4-cyclobutyl-2,6,7-trithiabicyclo[2.2.2]octane as a white solid (1.8 g, 43%) mp 112°-114° C., [M+1]+ 219.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationThe mixture was filtered
  4. customevaporated
  5. customto leave a residue which
  6. washwas washed with diethyl ether

Sources & evidence

ORD record
ord-3fc2096036574be297f430c0aa215316
Source dataset
uspto-grants-1993_04
Patent number
US05204333

Reaction notes

Loading…