Tetrahydrofuran → HCID 14597333, compound

HRID 1742729Notes

Reaction equation

HRID 1742729 reaction equation
CC([O-])(C)C.[K+].C1COCC1.[CH2:12]([O:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][C:20]([O:26][CH2:27][C:28]#[CH:29])=[CH:21][CH:22]=2)[CH:17]=1)[C:13]#[CH:14]>O>[CH:27]([O:26][C:20]1[CH:21]=[CH:22][C:23]2[C:18](=[CH:17][C:16]([O:15][CH:12]=[C:13]=[CH2:14])=[CH:25][CH:24]=2)[CH:19]=1)=[C:28]=[CH2:29]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 12223656Naphthalene, 2,7-bis(2-propynyloxy)-HCID 23665647Potassium tert-butoxide

Product 1

HCID 14597333HCID 14597333, compoundYield 45.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a similar reaction vessel, as used in the abovementioned reaction, were placed 2.316 parts of t-BuOK and 13.108 parts of THF and to this, a mixture of 10,000 parts of 2,7-dipropargyloxynaphthalene 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 off by using an evaporator, and the residue was subjected to a column chromatography (silica gel 200 mesh) to obtain a purified 2,7-diallenyloxy naphthalene as white rystals (M.P. 80.5°-83.5° 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 off
  6. customan evaporator

Sources & evidence

ORD record
ord-38938d5ded6240c496cb83ebde3409da
Source dataset
uspto-grants-1994_08
Patent number
US05340931

Reaction notes

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