Hydrochloric Acid → HCID 66648650, compound

HRID 1799742Notes

Reaction equation

HRID 1799742 reaction equation
Cl[C:2]([O:4][CH2:5][Cl:6])=[O:3].[CH3:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH3:14])[NH:9]1.Cl>C1(C)C=CC=CC=1>[CH3:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH3:14])[N:9]1[C:2]([O:4][CH2:5][Cl:6])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 62754Chloromethyl chloroformateHCID 641768rel-(2R,6S)-2,6-Dimethylpiperidine

Product 1

HCID 66648650HCID 66648650, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution (24 ml) of 2.39 ml of chloromethyl chloroformate in toluene was added dropwise to 46 ml of a solution of 9.11 ml of cis-2,6-dimethylpiperidine in toluene under ice cooling over a period of 10 min, and the mixture was stirred at room temperature for 16 hr. 1 N hydrochloric acid (60 ml) was added thereto, followed by separation. The organic layer was washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine, was dried over anhydrous magnesium sulfate, and was filtered, and the solvent was removed by distillation under the reduced pressure to give 12.7 g of (cis-2,6-dimethylpiperidin-1-yl)carbonyloxymethyl chloride.

Workup

  1. customfollowed by separation
  2. washThe organic layer was washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. filtrationwas filtered
  5. customthe solvent was removed by distillation under the reduced pressure

Sources & evidence

ORD record
ord-3f2dea3d8b1942e9836f549f0f820f03
Source dataset
uspto-grants-2013_01
Patent number
US08344154B2

Reaction notes

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