Diethyl Ether → HCID 68907309, compound

HRID 1436086Notes

Reaction equation

HRID 1436086 reaction equation
[CH3:1][C:2]1([O:5][CH2:4]1)[CH3:3].[F:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]([NH2:15])[CH3:14])=[CH:9][CH:8]=1.Cl([O-])(=O)(=O)=O.[Li+].CCOCC>C(Cl)(Cl)Cl>[F:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]([NH:15][CH2:4][C:2]([CH3:3])([OH:5])[CH3:1])[CH3:14])=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 11208Isobutylene oxide2×HCID 2779063(S)-1-(4-Fluorophenyl)-ethylamineHCID 23665649Lithium perchlorate

Product 1

HCID 68907309HCID 68907309, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Isobutylene oxide (1.0 g) and (S)-1-(4-fluorophenyl)ethylamine (2.25 mL) were added to a solution of lithium perchlorate (14.8 g) in an ether (27.8 mL) at room temperature, and the reaction solution was stirred at room temperature for 1.5 hours. Isobutylene oxide (0.5 mL) was added to the reaction solution, which was then stirred overnight. Ice water and chloroform were added to the reaction solution, and the organic layer was separated. Thereafter, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography using a silica gel (chloroform:2-propanol=100:1 to 1:1) to obtain 2.13 g of the title compound.

Workup

  1. stirringwas then stirred overnight
  2. customthe organic layer was separated
  3. dry with materialThereafter, the organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-21799600b6d4444cb29153c2204c6861
Source dataset
uspto-grants-2009_11
Patent number
US07618960B2

Reaction notes

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