Diethyl Ether → 2-(2-Furyl)benzyl chloride

HRID 2254440Notes

Reaction equation

HRID 2254440 reaction equation
O1C=CC=[C:2]1[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)CO.S(Cl)([Cl:16])=O.[CH2:18]([O:20][CH2:21][CH3:22])[CH3:19]>>[O:20]1[CH:21]=[CH:22][CH:19]=[C:18]1[C:13]1[CH:12]=[CH:11][CH:8]=[CH:7][C:6]=1[CH2:2][Cl:16]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 11116545[3-(2-Furyl)phenyl]methanol

Product 1

HCID 197446022-(2-Furyl)benzyl chloride

Procedure

160 mg of the resulting alcohol compound was dissolved in 3 ml of anhydrous ethyl ether. Thionyl chloride (73 microliters) was added, and under ice cooling, the mixture was stirred for 3 hours. After the reaction, the reaction mixture was washed with a saturated aqueous solution of sodium chloride and 5% sodium hydrogen carbonate to give an ethyl ether solution of the captioned compound. It was used directly in the reaction of Example 58.

Workup

  1. customAfter the reaction
  2. washthe reaction mixture was washed with a saturated aqueous solution of sodium chloride and 5% sodium hydrogen carbonate
  3. customto give an ethyl ether solution of the captioned compound
  4. customIt was used directly in the reaction of Example 58

Sources & evidence

ORD record
ord-c56edbb658dd4840b4c7c5286e3f2558
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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