Aluminium lithium hydride → HCID 17866489, compound

HRID 583378Notes

Reaction equation

HRID 583378 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:14][C:15](=O)[C:16]1[C:21]([CH3:22])=[CH:20][CH:19]=[C:18]([CH3:23])[C:17]=1[N:24]([CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])C1C=CC=CC=1.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:36]([N:24]([C:17]1[C:18]([CH3:23])=[CH:19][CH:20]=[C:21]([CH3:22])[C:16]=1[CH2:15][OH:14])[S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

5

Reactant 3

HCID 21226445Aluminium lithium hydrideHCID 70055465HCID 70055465, compoundHCID 86754313HCID 86754313, compound

Product 1

HCID 17866489HCID 17866489, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a slurry of 21 lmg (5.04 mmol) of lithium aluminum hydride in 6 ml of dry THF under nitrogen, was added dropwise a solution of 649 mg (1.26 mmol) of the product of Example 288 in 6 ml of dry THF. The reaction mixture was stirred for 3 hr and then sodium sulfate pentahydrate was slowly added until sizzling stopped and thick solid formed. The solid was filtered and the filtrate was concentrated in vacuo to provide 454 mg (87%) of the desired product as a white solid after trituration with hexane. Electrospray Mass Spec 412 (M+H).

Workup

  1. customthick solid formed
  2. filtrationThe solid was filtered
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0308f4857e534cdfbef7a28a72bed6ba
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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