Tetrahydrofuran → HCID 86748088, compound

HRID 1742728Notes

Reaction equation

HRID 1742728 reaction equation
CC([O-])(C)C.[K+].C1COCC1.[CH2:12]([O:15][C:16]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH2:17]1)[C:13]#[CH:14]>O>[CH:12]([O:15][C:16]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH2:21]1)=[C:13]=[CH2:14]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 19007818HCID 19007818, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 86748088HCID 86748088, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a similar reaction vessel, as used in the abovementioned reaction, were placed 1.342 parts of t-BuOK and 7.607 parts of THF and to this, a mixture of 10.000 parts of 1propargyloxybiphenyl 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 1-allenyloxy biphenyl as colorless oily product. This compound was identified by FT-NMR(H) and IR spectrum. The reaction yield was 63.2%.

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-9cd0d69b6d5d461aba91f998fdac4389
Source dataset
uspto-grants-1994_08
Patent number
US05340931

Reaction notes

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