Aluminium lithium hydride → HCID 59104134, compound
Reaction equation
[C:1]([C:3]1[S:7][C:6]([CH:8]([OH:10])[CH3:9])=[CH:5][CH:4]=1)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[NH2:2][CH2:1][C:3]1[S:7][C:6]([CH:8]([OH:10])[CH3:9])=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a stirred solution of 400 mg (2.61 mmol) (±)-1-[5-cyano-thiophen-2-yl]-ethanol in 20 ml tetrahydrofuran at 0° C. was added drop-wise 8 ml (8.10 mmol) 1.0M lithium aluminum hydride in tetrahydrofuran. The mixture was refluxed for 1 h., cooled to 0° C., then quenched with methanol added drop-wise. The mixture was diluted with chloroform and washed with water. The resulting emulsion was filtered through Celite and the filtrate layers separated. The organic extract was dried (MgSO4) then concentrated in vacuo to give 310 mg (76%) oil.
Workup
- temperatureThe mixture was refluxed for 1 h.
- customquenched with methanol added drop-wise
- additionThe mixture was diluted with chloroform
- washwashed with water
- filtrationThe resulting emulsion was filtered through Celite
- customthe filtrate layers separated
- extractionThe organic extract
- dry with materialwas dried (MgSO4)
- concentrationthen concentrated in vacuo
Sources & evidence
- ORD record
- ord-713e5b1ebe664f6ca2b886b035adc676
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07354941B2
Reaction notes
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