Ammonia → HCID 10774517, compound

HRID 1108378Notes

Reaction equation

HRID 1108378 reaction equation
[CH3:1][C:2]1([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:7][CH2:6][CH2:5][N:4](CC2C=CC=CC=2)[C:3]1=[O:15].N>C1COCC1>[CH3:1][C:2]1([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:7][CH2:6][CH2:5][NH:4][C:3]1=[O:15]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10589829HCID 10589829, compound

Product 1

HCID 10774517HCID 10774517, compoundYield 156.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction of 3-methyl-1,3-diphenylmethyl-2-piperidinone (2.93 g, 10 mmol) with Li metal (0.70 g, 100 mmol) in THF (30 mL) and liquid NH3 (200 mL), as described above in the preparation of Example 11, gave 3.18 g of a colorless viscous residue. Flash chromatography over silica gel (1% MeOH in CHCl3 -EtOAc, 1:1) afforded the lactam (1.75 g, 86% ) as a colorless solid: mp 76-78° C. (ether-hexane).

Workup

  1. customas described above in the preparation of Example 11

Sources & evidence

ORD record
ord-b431b67783284374b496d552e80007eb
Source dataset
uspto-grants-2000_05
Patent number
US06066666

Reaction notes

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