Diazomethane → HCID 20090007, compound

HRID 258379Notes

Reaction equation

HRID 258379 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH2:16])=[N-]>[I-].[Zn+2].[I-]>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]2[CH:10]([CH2:16]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 64215731-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE

Product 1

HCID 20090007HCID 20090007, compound

Reagents, catalysts & solvents 1

HCID 9883512zinc(II)iodideCatalyst

Procedure

Reaction of 1-benzyl-1,2,5,6-tetrahydropyridine with diazomethane and zinc iodide, according to the method of Attia, Ind. J. Chem., 16B, 98 (1978) provides 3-benzyl-3-azabicyclo[4.1.0]heptane. Hydrogenolytic removal of the benzyl group gives 3-azabicyclo[4.1.0]heptane.

Sources & evidence

ORD record
ord-17ef85b8657a4e7c8e6d3f97d20d3ab4
Source dataset
uspto-grants-1993_11
Patent number
US05266569

Reaction notes

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