Methyl chloroformate → HCID 67057621, compound

HRID 1510206Notes

Reaction equation

HRID 1510206 reaction equation
[CH:1]([O:14][CH2:15][CH2:16][C:17]1[CH2:18][CH2:19][N:20](CC2C=CC=CC=2)[CH2:21][CH:22]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:31]([O:33][CH3:34])=[O:32]>C1C=CC=CC=1>[CH:1]([O:14][CH2:15][CH2:16][C:17]1[CH2:22][CH2:21][N:20]([C:31]([O:33][CH3:34])=[O:32])[CH2:19][CH:18]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 67057591HCID 67057591, compound

Product 1

HCID 67057621HCID 67057621, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

With reference to FIG. 7, a solution of 4-(2-(benz-hydryloxy)ethyl)-1-benzyl-1,2,3,6-tetrahydropyridine 4 (12.44 g, 0.0324 mol) and methyl chloroformate (5.0 ml, 0.0648 mol) in benzene (40 ml) was refluxed for 6 hrs. After completion of reaction (monitored by TLC), the solvent was removed in vacuo to yield methyl 4-(2-(benzhydryloxy)ethyl)-5,6-dihydropyridine-1(2H)-carboxylate in the form of viscous oil. It was purified by column chromatography (hexane: EtOAc 9:1) to get 6.7 g (59%) of pure product.

Workup

  1. customAfter completion of reaction (monitored by TLC)
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ee247814ebea466685939e799f4cac2f
Source dataset
uspto-grants-2012_07
Patent number
US08211916B2

Reaction notes

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