Sodium → HCID 20061635, compound

HRID 1085204Notes

Reaction equation

HRID 1085204 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]=[C:8]1[N:12]([CH2:13][C:14]#[CH:15])[C:11]([C:16]([F:19])([F:18])[F:17])=[C:10]([C:20](OCC)=[O:21])[O:9]1.[Na].[K]>C(OCC)C>[OH:21][CH2:20][C:10]1[O:9][C:8](=[O:7])[N:12]([CH2:13][C:14]#[CH:15])[C:11]=1[C:16]([F:18])([F:19])[F:17]

Participants

6

Reactant 4

HCID 5360545SodiumHCID 5462222PotassiumHCID 14457169HCID 14457169, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20061635HCID 20061635, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

520 mg of lithium aluminium hydride were introduced at -30° C. to a solution of 3.6 g of the product of Step A in 7.5 ml of ethyl ether and the mixture was poured into a solution of sodium and potassium double tartrate. The mixture was stirred for 16 hours and after decanting and extracting with ethyl acetate, the extracts were dried, filtered and concentrated. The residue was chromatographed on silica and eluted with a hexane-ethyl acetate mixture (7-3) to obtain 0.96 g of the expected product melting at 64° C.

Workup

  1. customafter decanting
  2. extractionextracting with ethyl acetate
  3. customthe extracts were dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica
  7. washeluted with a hexane-ethyl acetate mixture (7-3)

Sources & evidence

ORD record
ord-72902eda5bb3467da7df181f259b842b
Source dataset
uspto-grants-1991_04
Patent number
US05008281

Reaction notes

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