Tetrahydrofuran → HCID 14597330, compound

HRID 1742730Notes

Reaction equation

HRID 1742730 reaction equation
CC([O-])(C)C.[K+].C1COCC1.[CH2:12]([O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]#[CH:31])=[CH:24][CH:23]=2)=[CH:18][CH:17]=1)[C:13]#[CH:14]>O>[CH:29]([O:28][C:25]1[CH:26]=[CH:27][C:22]([C:19]2[CH:18]=[CH:17][C:16]([O:15][CH:12]=[C:13]=[CH2:14])=[CH:21][CH:20]=2)=[CH:23][CH:24]=1)=[C:30]=[CH2:31]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 14597329HCID 14597329, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 14597330HCID 14597330, compoundYield 35.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a similar reaction vessel, as used in the abovementioned reaction, were placed 2.124 parts of t-BuOK and 12.036 parts of THF and to this, a mixture of 10.000 parts of 4,4'-dipropargyloxybiphenyl and 23.333 parts of THF was added dropwise. The content was reacted at 50° C. for 60 minutes and then a deionized water was added to stop the reaction. THF layer and water layer were removed by using an evaporator, and the residue was subjected to a column chromatography (silica gel 200 mesh) to obtain a purified 4,4'-diallenyloxy biphenyl as pale yellow crystals (M.P.135.2°-138.5° C.)

Workup

  1. customInto a similar reaction vessel, as used in the abovementioned reaction
  2. additionwas added dropwise
  3. customThe content was reacted at 50° C. for 60 minutes
  4. customthe reaction
  5. customTHF layer and water layer were removed
  6. customan evaporator

Sources & evidence

ORD record
ord-5a71f6277f7f4cdab56c573ea2f1a8ed
Source dataset
uspto-grants-1994_08
Patent number
US05340931

Reaction notes

Loading…