Ammonia → HCID 10774517, compound

HRID 1955701Notes

Reaction equation

HRID 1955701 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-1f114e4602f74b61b4b9f16b71ca6057
Source dataset
uspto-grants-1998_07
Patent number
US05776959

Reaction notes

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