Lithium Chloride → HCID 66933296, compound

HRID 1801971Notes

Reaction equation

HRID 1801971 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Li+].[Cl-].[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][C:15]=1[C:24](OCC)=[O:25]>C1COCC1>[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][C:15]=1[CH2:24][OH:25]

Participants

5

Reactant 3

HCID 433294Lithium ChlorideHCID 21226445Aluminium lithium hydrideHCID 66933059HCID 66933059, compound

Product 1

HCID 66933296HCID 66933296, compoundYield 11.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A suspension of LiAlH4 (1.0 g, 29.4 mmol) and anhydrous LiCl (1.2 g, 29.4 mmol) in anhydrous THF (30 ml) was stirred for 0.5 h under an atmosphere of nitrogen at 00° C. The solution of E1 (3.2 g, 9.8 mmol) in anhydrous THF (10 ml) was added into the resulting suspension at 0° C. and stirred for 2 h before adding Na2SO4.10H2O slowly. The insolubable material was filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography (petroleum ether-EtOAc, 2:1) to provide the title compound (0.28 g, 10%).

Workup

  1. stirringstirred for 2 h
  2. filtrationThe insolubable material was filtered
  3. concentrationThe filtrate was concentrated
  4. customthe residue was purified by silica gel chromatography (petroleum ether-EtOAc, 2:1)

Sources & evidence

ORD record
ord-a4277866866d4a1cbf66caafc8d74ff9
Source dataset
uspto-grants-2013_01
Patent number
US08349867B2

Reaction notes

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