Aluminium lithium hydride → HCID 66700957, compound

HRID 1253738Notes

Reaction equation

HRID 1253738 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][C:11]([CH2:21][C:22](OCC)=[O:23])([CH2:15][C:16](OCC)=[O:17])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][C:11]([CH2:15][CH2:16][OH:17])([CH2:21][CH2:22][OH:23])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66701148HCID 66701148, compound

Product 1

HCID 66700957HCID 66700957, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Diethyl 2,2′-(1-benzylazepane-4,4-diyl)diacetate (1.0 g, 2.77 mmol, 1.0 eq.) in THF (10 ml) was added to a suspension of LAH (315 mg, 8.3 mmol, 3.0 eq.) in THF (40 ml) at 0° C. and the mixture was stirred at RT for 20 h. The reaction mixture was then quenched with a mixture of H2O-THF (1:10, 4 ml), stirred for 15 min and filtered through celite. The filtrate was concentrated under reduced pressure and the crude product thus obtained was used in the next step without further purification.

Workup

  1. customThe reaction mixture was then quenched with a mixture of H2O-THF (1:10, 4 ml)
  2. stirringstirred for 15 min
  3. filtrationfiltered through celite
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-251ffa9380734aeeba0034294f45f9cf
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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