Tetrahydrofuran → HCID 14597332, compound

HRID 1742726Notes

Reaction equation

HRID 1742726 reaction equation
CC([O-])(C)C.[K+].C1COCC1.[CH2:12]([O:15][C:16]1[CH:29]=[CH:28][C:27]2[C:18](=[CH:19][C:20]3[C:25]([CH:26]=2)=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=1)[C:13]#[CH:14]>O>[CH:12]([O:15][C:16]1[CH:29]=[CH:28][C:27]2[C:18](=[CH:19][C:20]3[C:25]([CH:26]=2)=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=1)=[C:13]=[CH2:14]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 145973382-PropargyloxyanthraceneHCID 23665647Potassium tert-butoxide

Product 1

HCID 14597332HCID 14597332, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a similar reaction vessel, as used in the abovementioned reaction, were placed 1.203 parts of t-BuOK and 6.816 parts of THF and to this, a mixture of 10.000 parts of 2-propargyloxyanthracene 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-allenyloxy anthracene as colorless crystals (M.P. 90.3°-95.6° 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-13d784797a2f4d658510bb6cf394e017
Source dataset
uspto-grants-1994_08
Patent number
US05340931

Reaction notes

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