Cyclohexylamine → Methyl 1-cyclohexylazetidine-2-carboxylate

HRID 2403156Notes

Reaction equation

HRID 2403156 reaction equation
Br[CH:2]([CH2:7][CH2:8]Br)[C:3]([O:5][CH3:6])=[O:4].[CH:10]1([NH2:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH:10]1([N:16]2[CH2:8][CH2:7][CH:2]2[C:3]([O:5][CH3:6])=[O:4])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 296716Methyl 2,4-dibromobutanoate

Product 1

HCID 3532286Methyl 1-cyclohexylazetidine-2-carboxylateYield 76%

Procedure

The reaction of methyl 2,4-dibromobutanoate 17 with cyclohexylamine 18A yielded methyl 1-(cyclohexyl)azetidine-2-carboxylate as a brown oil (76%). MS ISP (m/e): 198.2 (100) [(M+H)]+.

Sources & evidence

ORD record
ord-64ed877167954691aabfbe06c3d69b1f
Source dataset
uspto-grants-2014_08
Patent number
US08802665B2

Reaction notes

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