Aluminium lithium hydride → HCID 59229496, compound

HRID 1640102Notes

Reaction equation

HRID 1640102 reaction equation
CS(O[C:6]([C:21]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([C:31]([F:34])([F:33])[F:32])[CH:22]=1)([C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([CH3:20])[CH:12]=1)[C:7]([F:10])([F:9])[F:8])(=O)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1.C(OCC)C>[F:28][C:27]([F:29])([F:30])[C:25]1[CH:26]=[C:21]([CH:6]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([CH3:20])[CH:12]=2)[C:7]([F:8])([F:9])[F:10])[CH:22]=[C:23]([C:31]([F:32])([F:33])[F:34])[CH:24]=1

Participants

5

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59229507HCID 59229507, compound

Product 1

HCID 59229496HCID 59229496, compoundYield 26.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1-(3,5-bis-trifluoromethylphenyl)-2,2,2-trifluoro-1-(3-methyl-4-nitrophenyl)ethyl methanesulfonate (0.5 g) in tetrahydrofuran (5 ml) was slowly added dropwise to a solution of lithium aluminium hydride (0.04 g) in tetrahydrofuran (10 ml) in an ice bath. After stirring for 30 minutes, the reaction solution was diluted with ethyl ether, and then stirred for 30 minutes by slowly adding a saturated salt solution (1 ml). After the insoluble matter was separated by filtration, the solution was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to obtain 1-(3,5-bis-trifluoromethylphenyl)-2,2,2-trifluoro-1-(3-methyl-4-nitrophenyl)ethane (0.11 g).

Workup

  1. stirringstirred for 30 minutes
  2. customAfter the insoluble matter was separated by filtration
  3. dry with materialthe solution was dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-1e344a2d8af745eaa750f359f1f0cce1
Source dataset
uspto-grants-2012_02
Patent number
US08110689B2

Reaction notes

Loading…