Allyl chloroformate → 2-(1-Allyloxycarbonyl-1,2,5,6-tetrahydropyridin-3-yl)-2-methyl-1,3-dioxolane

HRID 1029619Notes

Reaction equation

C([N:8]1[CH2:13][CH2:12][CH:11]=[C:10]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)[CH2:9]1)C1C=CC=CC=1.Cl[C:21]([O:23][CH2:24][CH:25]=[CH2:26])=[O:22]>C1(C)C=CC=CC=1>[CH2:24]([O:23][C:21]([N:8]1[CH2:13][CH2:12][CH:11]=[C:10]([C:14]2([CH3:19])[O:15][CH2:16][CH2:17][O:18]2)[CH2:9]1)=[O:22])[CH:25]=[CH2:26]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 2-(1-benzyl-1,2,5,6-tetrahydropyridin-3-yl)-2-methyl-1,3-dioxolane (7.8 g) in toluene (70 ml) was added allyl chloroformate (3.9 ml) and the mixture was stirred at 60° C. for 30 minutes. The reaction mixture was then concentrated and the residue was purified by column chromatography to give 2-(1-allyloxycarbonyl-1,2,5,6-tetrahydropyridin-3-yl)-2-methyl-1,3-dioxolane (6.95 g).

Workup

concentrationThe reaction mixture was then concentrated
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-2f9c5ac89a2f455d95f4bae1efe991a6
Source dataset: uspto-grants-1992_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05102877

Reaction notes

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