HCID 19379092, compound → HCID 19379065, compound

HRID 2210540Notes

Reaction equation

HRID 2210540 reaction equation
[CH:1]1([CH2:6][C:7]2[CH:8]=[C:9]([CH:15]3[CH2:20][C:19](=O)[NH:18][C:17](=O)[CH2:16]3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH:1]1([CH2:6][C:7]2[CH:8]=[C:9]([CH:15]3[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 19379092HCID 19379092, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19379065HCID 19379065, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of Nacci et al, Vide Supra, reaction of 4-(3-cyclopentylmethyl-4-methoxyphenyl)-2,6-piperidinedione (20.0 mmol, 6.0 g) and lithium aluminum hydride (209 mmol, 7.94 g) in dry THF (130 mL) afforded the title compound as a white, waxy solid (4.85 g, 89%) of sufficient purity for subsequent transformations.

Sources & evidence

ORD record
ord-aec80d5237d443969acd927c5bada4d8
Source dataset
uspto-grants-1995_10
Patent number
US05459151

Reaction notes

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