4-(Methylimino)cyclohexanone ketal → 4-Methylamino-4-phenylcyclohexanone

HRID 245586Notes

Reaction equation

HRID 245586 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=[N:11][CH3:12])[CH2:7][CH2:6]2)OCC1.[C:13]1([Li])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(OCCCC)CCC>[CH3:12][NH:11][C:8]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][CH2:6][C:5](=[O:1])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 679574374-(Methylimino)cyclohexanone ketalHCID 178506676HCID 178506676, compound

Product 1

HCID 133452704-Methylamino-4-phenylcyclohexanone

Reagents, catalysts & solvents 1

HCID 8909Butyl etherSolvent2×

Procedure

N-(1,4-dioxaspiro[4,5]-decan-8-yliden)-methanamine (43 g, 0.25 mol) was dissolved in dibutyl ether (75 ml) and added at room temperature (15-32° C.) to a solution of phenyllithium in dibutyl ether (1.8 M, 149 ml, 0.27 mol). The batch was stirred at room temperature for 1 h.

Sources & evidence

ORD record
ord-cd7327cbd8574026b6bb947fdec880a9
Source dataset
uspto-grants-2014_02
Patent number
US08658827B2

Reaction notes

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