HCID 86702657, compound → HCID 86702656, compound

HRID 513324Notes

Reaction equation

HRID 513324 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[CH2:9][CH2:10][CH2:11][C:12]#[C:13][C:14](=[O:20])[CH2:15][CH2:16][CH:17]=[C:18]=[CH2:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>ClC1C=CC=CC=1Cl>[CH2:9]1[C:8]2=[CH:7][C:1]3[C:6]([C:13]([C:14](=[O:20])[CH2:15][CH2:16][CH:17]=[C:18]=[CH2:19])=[C:12]2[CH2:11][CH2:10]1)=[CH:5][CH:4]=[CH:3][CH:2]=3

Participants

3

Reactant 1

HCID 86702657HCID 86702657, compound

Product 1

HCID 86702656HCID 86702656, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
225 °C

Procedure

To a 2-5 mL MWI vial equipped with a stir bar was added the ene-allene-yne 1 (50 mg, 0.19 mmol) in o-dichlorobenzene (2.5 mL), and the reaction was irradiated with stirring at 225° C. for 10 min until complete by TLC. The reaction was then transferred directly to a silica gel cartridge and purified by silica gel column chromatography (25 g silica cartridge, 0-3% Et2O/pentane) to yield 2 as a light yellow oil (34 mg, 68%).

Workup

  1. customTo a 2-5 mL MWI vial equipped with a stir bar
  2. customthe reaction was irradiated
  3. custompurified by silica gel column chromatography (25 g silica cartridge, 0-3% Et2O/pentane)

Sources & evidence

ORD record
ord-2ff1fec24cd3499095fc5d4c6c04c3ef
Source dataset
uspto-grants-2015_08
Patent number
US09102703B2

Reaction notes

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