4-Methylmorpholine → tert-Butyl 3,6-dihydropyridine-1(2H)-carboxylate

HRID 1432521Notes

Reaction equation

HRID 1432521 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1.CN1CCOCC1.[O:14](C(OC(C)(C)C)=O)[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=O>C(Cl)Cl>[C:15]([N:1]1[CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:14]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 127501,2,3,6-TetrahydropyridineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 13094787tert-Butyl 3,6-dihydropyridine-1(2H)-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 1.66 g of 1,2,5,6-tetrahydropyridine in 25 ml of CH2Cl2, 2.02 g of N-methylmorpholine are added, the mixture obtained is treated with a solution of 4.36 g (BOC)2O in 30 ml of CH2Cl2 and the mixture obtained is stirred for ca. 36 hours at RT. N-BOC-1,2,5,6-tetrahydropyridine is obtained. 1H-NMR: 5.82(m,1H,HIV), 5.64(m,1H,HIII), 3.86(b,2H,HII), 3.47(t,2H,HVI), 2.12(b,1H,HV), 1.46(m,9H,(CH3)3).

Workup

  1. customthe mixture obtained
  2. customthe mixture obtained

Sources & evidence

ORD record
ord-46b3fbd7136044c5aea1d073388abc42
Source dataset
uspto-grants-2009_11
Patent number
US07612103B2

Reaction notes

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