Tetrahydrofuran → HCID 11985167, compound

HRID 2085909Notes

Reaction equation

HRID 2085909 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7]Cl.[CH2:9]1[CH2:13]O[CH2:11][CH2:10]1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH:9]1[C:13]2[C:7](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH:11]=[CH:10]1

Participants

3

Reactant 2

HCID 8028Tetrahydrofuran2×HCID 23393Picolyl chloride

Product 1

HCID 11985167HCID 11985167, compound

Procedure

Lithium indenyl (3.0 g, 24.6 mmol) was suspended in THF (20 mL) in a 300 cc Schlenk flask and cooled in a dry ice acetone bath. Into this flask was added slowly a THF (15 mL) solution of 2-picolyl chloride (3.13 g, 24.6 mmol). The resulting suspension was warmed to room temperature gradually and stirred overnight. Solvent was removed under vacuum and the resulting residue was extracted with ether (2×30 mL) and filtered, removal of ether via vacuum resulting in a dark-brown oil (yield, 4.0 g).

Workup

  1. temperaturecooled in a dry ice acetone bath
  2. customSolvent was removed under vacuum
  3. extractionthe resulting residue was extracted with ether (2×30 mL)
  4. filtrationfiltered
  5. customremoval of ether via vacuum
  6. customresulting in a dark-brown oil (yield, 4.0 g)

Sources & evidence

ORD record
ord-8109bf416f3e44fa950e85507ff3806b
Source dataset
uspto-grants-2004_04
Patent number
US06723675B1

Reaction notes

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